# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Messerle, Barbara' _publ_contact_author_email B.Messerle@unsw.edu.au _publ_section_title ; Improving Intramolecular Hydroamination Rh(I) and Ir(I) Catalysts Through Targeted Ligand Modification ; loop_ _publ_author_name S.Beeren S.Dabb G.Edwards M.Smith A.Willis B.Messerle # Attachment '9-CCDC291177.cif' data_c:new4 _database_code_depnum_ccdc_archive 'CCDC 291177' #TrackingRef '9-CCDC291177.cif' _audit_creation_method SHELXL-97 #==== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of [C22 H17 N2 O1 P1 Cl1 Ir1] is reported. ; _publ_section_comment #Text of the paper ; The crystallographic asymmetric unit consists of one molecule of [C22 H17 N2 O1 P1 Cl1 Ir1]. Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_prep ; The compound was prepared by DK and recrystallized from dichloromethane/hexanes. The sample ID is new4. . ; #===== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H17 Cl Ir N2 O P' _chemical_formula_weight 584.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7900(18) _cell_length_b 22.900(5) _cell_length_c 10.496(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.13(3) _cell_angle_gamma 90.00 _cell_volume 2079.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 38005 _cell_measurement_theta_min 27.48 _cell_measurement_theta_max 2.91 _exptl_crystal_description rod _exptl_crystal_colour yellow _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.865 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 6.640 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.360 -1 0 0 0.320 0 1 0 0.060 0 -1 0 0.090 0 0 1 0.040 0 0 -1 0.040 0 2 1 0.041 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.119 _exptl_absorpt_correction_T_max 0.615 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 200(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 _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 39741 _diffrn_reflns_av_R_equivalents 0.1068 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.61 _reflns_number_total 4799 _reflns_number_gt 4022 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction 'X -Seed' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed / POV-Ray' _computing_publication_material 'Microsoft Office 2000' _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^)+(0.0256P)^2^+1.8791P] 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 4799 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0651 _refine_ls_wR_factor_gt 0.0600 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _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 0.352869(14) 0.102713(6) 0.983265(13) 0.03132(6) Uani 1 1 d . . . Cl1 Cl 0.33035(12) 0.03377(5) 0.81280(10) 0.0484(2) Uani 1 1 d . . . P1 P 0.33233(10) 0.16146(4) 1.14662(9) 0.03127(19) Uani 1 1 d . . . O1 O 0.5736(4) 0.17437(16) 0.8667(3) 0.0695(10) Uani 1 1 d . . . C1 C 0.4852(5) 0.14786(19) 0.9121(4) 0.0428(9) Uani 1 1 d . . . N11 N 0.2199(3) 0.04565(13) 1.0752(3) 0.0351(7) Uani 1 1 d . . . C11 C 0.2499(4) -0.01088(17) 1.0936(4) 0.0442(9) Uani 1 1 d . . . H11 H 0.3262 -0.0317 1.0582 0.053 Uiso 1 1 calc R . . N12 N 0.1062(3) 0.05882(14) 1.1435(3) 0.0403(7) Uani 1 1 d . . . C12 C 0.1555(5) -0.03534(19) 1.1710(5) 0.0546(11) Uani 1 1 d . . . H12 H 0.1533 -0.0749 1.1980 0.066 Uiso 1 1 calc R . . C13 C 0.0656(5) 0.00979(19) 1.2006(5) 0.0542(11) Uani 1 1 d . . . H13 H -0.0123 0.0070 1.2526 0.065 Uiso 1 1 calc R . . C21 C 0.0367(4) 0.11548(17) 1.1453(4) 0.0374(8) Uani 1 1 d . . . C22 C -0.1197(4) 0.11741(19) 1.1475(4) 0.0457(10) Uani 1 1 d . . . H22 H -0.1784 0.0824 1.1437 0.055 Uiso 1 1 calc R . . C23 C -0.1898(5) 0.1709(2) 1.1552(5) 0.0534(11) Uani 1 1 d . . . H23 H -0.2970 0.1724 1.1589 0.064 Uiso 1 1 calc R . . C24 C -0.1079(5) 0.2214(2) 1.1576(5) 0.0530(11) Uani 1 1 d . . . H24 H -0.1579 0.2579 1.1623 0.064 Uiso 1 1 calc R . . C25 C 0.0489(4) 0.21937(18) 1.1533(4) 0.0440(9) Uani 1 1 d . . . H25 H 0.1051 0.2548 1.1536 0.053 Uiso 1 1 calc R . . C26 C 0.1248(4) 0.16673(17) 1.1487(4) 0.0355(8) Uani 1 1 d . . . C31 C 0.4002(4) 0.23668(16) 1.1458(4) 0.0361(8) Uani 1 1 d . . . C32 C 0.3746(5) 0.26758(18) 1.0308(5) 0.0496(10) Uani 1 1 d . . . H32 H 0.3184 0.2499 0.9550 0.059 Uiso 1 1 calc R . . C33 C 0.4299(6) 0.32408(19) 1.0248(5) 0.0624(13) Uani 1 1 d . . . H33 H 0.4119 0.3450 0.9454 0.075 Uiso 1 1 calc R . . C34 C 0.5111(6) 0.3497(2) 1.1349(5) 0.0598(13) Uani 1 1 d . . . H34 H 0.5490 0.3884 1.1313 0.072 Uiso 1 1 calc R . . C35 C 0.5374(5) 0.31979(19) 1.2488(5) 0.0578(12) Uani 1 1 d . . . H35 H 0.5944 0.3377 1.3239 0.069 Uiso 1 1 calc R . . C36 C 0.4817(4) 0.26356(18) 1.2560(4) 0.0460(10) Uani 1 1 d . . . H36 H 0.4991 0.2433 1.3362 0.055 Uiso 1 1 calc R . . C41 C 0.4071(4) 0.13291(16) 1.3071(4) 0.0348(8) Uani 1 1 d . . . C42 C 0.5260(5) 0.09219(17) 1.3206(4) 0.0422(9) Uani 1 1 d . . . H42 H 0.5682 0.0807 1.2471 0.051 Uiso 1 1 calc R . . C43 C 0.5832(5) 0.0684(2) 1.4403(5) 0.0561(11) Uani 1 1 d . . . H43 H 0.6654 0.0409 1.4491 0.067 Uiso 1 1 calc R . . C44 C 0.5219(6) 0.0842(2) 1.5464(5) 0.0585(12) Uani 1 1 d . . . H44 H 0.5611 0.0676 1.6285 0.070 Uiso 1 1 calc R . . C45 C 0.4031(6) 0.1243(2) 1.5338(5) 0.0599(12) Uani 1 1 d . . . H45 H 0.3608 0.1352 1.6076 0.072 Uiso 1 1 calc R . . C46 C 0.3455(5) 0.1485(2) 1.4155(4) 0.0497(10) Uani 1 1 d . . . H46 H 0.2633 0.1759 1.4077 0.060 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 0.03061(9) 0.03318(9) 0.03078(9) -0.00146(6) 0.00709(6) 0.00033(5) Cl1 0.0558(6) 0.0489(6) 0.0437(5) -0.0135(5) 0.0175(5) -0.0036(5) P1 0.0296(4) 0.0327(5) 0.0319(5) -0.0035(4) 0.0067(4) -0.0021(4) O1 0.072(2) 0.081(2) 0.063(2) 0.0137(19) 0.0295(18) -0.0200(19) C1 0.044(2) 0.049(2) 0.036(2) -0.0002(18) 0.0081(17) 0.0010(18) N11 0.0323(15) 0.0356(16) 0.0390(17) -0.0039(14) 0.0109(13) -0.0057(13) C11 0.043(2) 0.038(2) 0.052(2) 0.0013(19) 0.0078(18) -0.0001(17) N12 0.0356(16) 0.0408(18) 0.0462(19) 0.0002(15) 0.0124(14) -0.0050(14) C12 0.057(3) 0.040(2) 0.068(3) 0.009(2) 0.012(2) -0.004(2) C13 0.049(2) 0.050(3) 0.068(3) 0.008(2) 0.023(2) -0.009(2) C21 0.0322(18) 0.042(2) 0.039(2) -0.0054(17) 0.0088(16) -0.0016(16) C22 0.0294(18) 0.055(2) 0.053(3) -0.010(2) 0.0079(17) -0.0032(18) C23 0.031(2) 0.071(3) 0.058(3) -0.007(2) 0.0081(19) 0.005(2) C24 0.043(2) 0.054(3) 0.063(3) -0.002(2) 0.013(2) 0.015(2) C25 0.040(2) 0.042(2) 0.052(3) -0.0041(19) 0.0118(18) 0.0051(17) C26 0.0300(17) 0.046(2) 0.0314(19) -0.0063(16) 0.0067(14) -0.0018(16) C31 0.0307(17) 0.0359(19) 0.043(2) -0.0042(17) 0.0109(16) -0.0013(15) C32 0.062(3) 0.036(2) 0.050(2) -0.0032(19) 0.007(2) -0.0084(19) C33 0.087(3) 0.040(2) 0.064(3) 0.007(2) 0.023(3) -0.008(2) C34 0.063(3) 0.038(2) 0.083(4) -0.007(2) 0.025(3) -0.010(2) C35 0.054(3) 0.046(3) 0.070(3) -0.017(2) 0.002(2) -0.010(2) C36 0.045(2) 0.043(2) 0.049(2) -0.0077(19) 0.0048(18) -0.0049(18) C41 0.0348(18) 0.035(2) 0.035(2) -0.0009(16) 0.0055(15) -0.0032(15) C42 0.043(2) 0.045(2) 0.040(2) 0.0015(18) 0.0101(17) 0.0036(17) C43 0.058(3) 0.059(3) 0.052(3) 0.010(2) 0.010(2) 0.012(2) C44 0.067(3) 0.064(3) 0.042(3) 0.011(2) 0.003(2) 0.003(2) C45 0.071(3) 0.073(3) 0.037(2) -0.004(2) 0.015(2) 0.003(3) C46 0.053(2) 0.063(3) 0.035(2) -0.002(2) 0.0131(19) 0.011(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 1.812(4) . ? Ir1 N11 2.098(3) . ? Ir1 P1 2.2116(10) . ? Ir1 Cl1 2.3681(10) . ? P1 C41 1.819(4) . ? P1 C31 1.823(4) . ? P1 C26 1.832(4) . ? O1 C1 1.153(5) . ? N11 C11 1.328(5) . ? N11 N12 1.363(4) . ? C11 C12 1.378(6) . ? N12 C13 1.349(5) . ? N12 C21 1.435(5) . ? C12 C13 1.369(6) . ? C21 C22 1.380(5) . ? C21 C26 1.403(5) . ? C22 C23 1.379(6) . ? C23 C24 1.360(6) . ? C24 C25 1.388(6) . ? C25 C26 1.383(5) . ? C31 C32 1.383(6) . ? C31 C36 1.393(5) . ? C32 C33 1.387(6) . ? C33 C34 1.377(7) . ? C34 C35 1.361(7) . ? C35 C36 1.384(6) . ? C41 C46 1.389(5) . ? C41 C42 1.389(5) . ? C42 C43 1.381(6) . ? C43 C44 1.368(6) . ? C44 C45 1.378(7) . ? C45 C46 1.373(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N11 174.05(15) . . ? C1 Ir1 P1 96.79(14) . . ? N11 Ir1 P1 83.94(9) . . ? C1 Ir1 Cl1 92.49(13) . . ? N11 Ir1 Cl1 87.29(9) . . ? P1 Ir1 Cl1 169.70(3) . . ? C41 P1 C31 106.19(17) . . ? C41 P1 C26 102.21(17) . . ? C31 P1 C26 105.36(17) . . ? C41 P1 Ir1 115.71(12) . . ? C31 P1 Ir1 119.97(13) . . ? C26 P1 Ir1 105.44(12) . . ? O1 C1 Ir1 176.9(4) . . ? C11 N11 N12 106.5(3) . . ? C11 N11 Ir1 124.2(3) . . ? N12 N11 Ir1 128.6(2) . . ? N11 C11 C12 110.9(4) . . ? C13 N12 N11 108.9(3) . . ? C13 N12 C21 126.9(3) . . ? N11 N12 C21 124.0(3) . . ? C13 C12 C11 104.9(4) . . ? N12 C13 C12 108.6(4) . . ? C22 C21 C26 121.3(4) . . ? C22 C21 N12 117.1(4) . . ? C26 C21 N12 121.5(3) . . ? C21 C22 C23 119.1(4) . . ? C24 C23 C22 121.0(4) . . ? C23 C24 C25 119.8(4) . . ? C26 C25 C24 121.2(4) . . ? C25 C26 C21 117.6(3) . . ? C25 C26 P1 123.1(3) . . ? C21 C26 P1 119.4(3) . . ? C32 C31 C36 118.7(4) . . ? C32 C31 P1 119.0(3) . . ? C36 C31 P1 122.3(3) . . ? C31 C32 C33 120.8(4) . . ? C34 C33 C32 119.5(5) . . ? C35 C34 C33 120.4(4) . . ? C34 C35 C36 120.6(4) . . ? C35 C36 C31 120.0(4) . . ? C46 C41 C42 118.9(4) . . ? C46 C41 P1 122.5(3) . . ? C42 C41 P1 118.6(3) . . ? C43 C42 C41 120.3(4) . . ? C44 C43 C42 120.3(4) . . ? C43 C44 C45 119.9(4) . . ? C44 C45 C46 120.5(4) . . ? C45 C46 C41 120.2(4) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.61 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.748 _refine_diff_density_min -0.841 _refine_diff_density_rms 0.107 #===END # Attachment '6-CCDC291181.cif' data_c:new5a _database_code_depnum_ccdc_archive 'CCDC 291181' #TrackingRef '6-CCDC291181.cif' _audit_creation_method SHELXL-97 #==== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of [C53 H49 N2 P1 Ir1 B1] is reported. ; _publ_section_comment #Text of the paper ; The crystallographic asymmetric unit consists of one molecule of [C29 H29 N2 P1 Ir1][C24 H20 B1]. Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_prep ; The compound was prepared by SB and recrystallized from dichloromethane/hexanes. The sample ID is new5. . ; #===== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53 H49 B Ir N2 P' _chemical_formula_weight 947.92 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' 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' B B 0.0013 0.0007 '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 10.780(2) _cell_length_b 14.674(3) _cell_length_c 14.848(3) _cell_angle_alpha 81.77(3) _cell_angle_beta 73.30(3) _cell_angle_gamma 76.00(3) _cell_volume 2176.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 26801 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.447 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 3.143 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.050 -1 0 0 0.060 0 1 0 0.170 0 -1 0 0.140 0 0 1 0.080 0 0 -1 0.090 0 -6 -7 0.112 0 2 1 0.148 -10 5 1 0.085 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.476 _exptl_absorpt_correction_T_max 0.742 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 291(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 _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 36500 _diffrn_reflns_av_R_equivalents 0.0705 _diffrn_reflns_av_sigmaI/netI 0.0595 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9936 _reflns_number_gt 7770 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction 'X -Seed' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed / POV-Ray' _computing_publication_material 'Microsoft Office 2000' _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^)+(0.0406P)^2^+0.2381P] 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 9936 _refine_ls_number_parameters 535 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0862 _refine_ls_wR_factor_gt 0.0757 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.006 _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 0.824597(16) 0.283889(10) 0.580943(10) 0.04118(6) Uani 1 1 d . . . P1 P 0.74607(11) 0.31833(7) 0.73473(7) 0.0412(2) Uani 1 1 d . . . B1 B 0.6371(5) 0.1683(4) 0.2294(4) 0.0521(12) Uani 1 1 d . . . N11 N 0.7481(4) 0.1628(2) 0.6265(2) 0.0490(8) Uani 1 1 d . . . C11 C 0.6456(6) 0.0590(3) 0.7281(4) 0.0699(14) Uani 1 1 d . . . H11 H 0.6176 0.0200 0.7835 0.084 Uiso 1 1 calc R . . N12 N 0.7284(4) 0.1180(2) 0.7162(2) 0.0508(9) Uani 1 1 d . . . C12 C 0.6094(6) 0.0652(4) 0.6467(4) 0.0882(18) Uani 1 1 d . . . H12 H 0.5523 0.0316 0.6337 0.106 Uiso 1 1 calc R . . C13 C 0.6731(6) 0.1304(4) 0.5868(4) 0.0724(15) Uani 1 1 d . . . H13 H 0.6643 0.1499 0.5247 0.087 Uiso 1 1 calc R . . C21 C 0.7990(4) 0.1258(3) 0.7828(3) 0.0471(10) Uani 1 1 d . . . C22 C 0.8534(5) 0.0426(3) 0.8275(3) 0.0581(11) Uani 1 1 d . . . H22 H 0.8495 -0.0164 0.8105 0.070 Uiso 1 1 calc R . . C23 C 0.9131(5) 0.0465(3) 0.8966(3) 0.0680(14) Uani 1 1 d . . . H23 H 0.9507 -0.0101 0.9277 0.082 Uiso 1 1 calc R . . C24 C 0.9188(5) 0.1312(3) 0.9209(3) 0.0647(13) Uani 1 1 d . . . H24 H 0.9593 0.1334 0.9693 0.078 Uiso 1 1 calc R . . C25 C 0.8659(4) 0.2142(3) 0.8752(3) 0.0524(10) Uani 1 1 d . . . H25 H 0.8696 0.2728 0.8932 0.063 Uiso 1 1 calc R . . C26 C 0.8077(4) 0.2130(3) 0.8037(3) 0.0427(9) Uani 1 1 d . . . C31 C 0.7879(4) 0.4167(3) 0.7727(3) 0.0445(9) Uani 1 1 d . . . C32 C 0.6923(5) 0.4981(3) 0.7956(3) 0.0563(11) Uani 1 1 d . . . H32 H 0.6038 0.5017 0.7938 0.068 Uiso 1 1 calc R . . C33 C 0.7263(6) 0.5742(3) 0.8210(4) 0.0703(14) Uani 1 1 d . . . H33 H 0.6605 0.6297 0.8367 0.084 Uiso 1 1 calc R . . C34 C 0.8525(6) 0.5706(3) 0.8238(4) 0.0669(14) Uani 1 1 d . . . H34 H 0.8737 0.6231 0.8423 0.080 Uiso 1 1 calc R . . C35 C 0.9489(5) 0.4914(3) 0.8001(3) 0.0602(12) Uani 1 1 d . . . H35 H 1.0371 0.4891 0.8015 0.072 Uiso 1 1 calc R . . C36 C 0.9173(4) 0.4144(3) 0.7739(3) 0.0506(10) Uani 1 1 d . . . H36 H 0.9845 0.3599 0.7567 0.061 Uiso 1 1 calc R . . C41 C 0.5675(4) 0.3356(3) 0.7806(3) 0.0467(9) Uani 1 1 d . . . C42 C 0.4865(5) 0.3572(4) 0.7208(3) 0.0756(16) Uani 1 1 d . . . H42 H 0.5242 0.3618 0.6545 0.091 Uiso 1 1 calc R . . C43 C 0.3494(6) 0.3726(6) 0.7568(4) 0.110(3) Uani 1 1 d . . . H43 H 0.2936 0.3890 0.7151 0.132 Uiso 1 1 calc R . . C44 C 0.2956(5) 0.3640(5) 0.8513(4) 0.093(2) Uani 1 1 d . . . H44 H 0.2021 0.3738 0.8756 0.111 Uiso 1 1 calc R . . C45 C 0.3746(6) 0.3414(4) 0.9118(4) 0.0789(16) Uani 1 1 d . . . H45 H 0.3360 0.3356 0.9779 0.095 Uiso 1 1 calc R . . C46 C 0.5107(5) 0.3270(3) 0.8770(3) 0.0620(12) Uani 1 1 d . . . H46 H 0.5655 0.3112 0.9193 0.074 Uiso 1 1 calc R . . C51 C 0.9536(5) 0.2178(3) 0.4510(3) 0.0573(12) Uani 1 1 d D . . C52 C 0.8421(5) 0.2745(3) 0.4293(3) 0.0536(11) Uani 1 1 d D . . C53 C 0.8417(5) 0.3696(3) 0.3737(3) 0.0602(12) Uani 1 1 d . . . H53A H 0.7830 0.3782 0.3313 0.072 Uiso 1 1 calc R . . H53B H 0.9324 0.3712 0.3341 0.072 Uiso 1 1 calc R . . C54 C 0.7942(5) 0.4503(3) 0.4383(3) 0.0629(12) Uani 1 1 d . . . H54A H 0.8305 0.5052 0.4044 0.076 Uiso 1 1 calc R . . H54B H 0.6964 0.4690 0.4531 0.076 Uiso 1 1 calc R . . C55 C 0.8349(5) 0.4252(3) 0.5290(3) 0.0526(11) Uani 1 1 d D . . C56 C 0.9610(5) 0.3764(3) 0.5364(3) 0.0564(11) Uani 1 1 d D . . C57 C 1.0772(5) 0.3442(4) 0.4530(4) 0.0718(14) Uani 1 1 d . . . H57A H 1.0687 0.3885 0.3971 0.086 Uiso 1 1 calc R . . H57B H 1.1605 0.3466 0.4672 0.086 Uiso 1 1 calc R . . C58 C 1.0860(5) 0.2455(4) 0.4293(4) 0.0744(15) Uani 1 1 d . . . H58A H 1.1423 0.2003 0.4651 0.089 Uiso 1 1 calc R . . H58B H 1.1302 0.2402 0.3614 0.089 Uiso 1 1 calc R . . C61 C 0.7187(5) 0.0634(3) 0.2600(3) 0.0600(12) Uani 1 1 d . . . C62 C 0.7159(5) -0.0202(3) 0.2280(4) 0.0726(14) Uani 1 1 d . . . H62 H 0.6669 -0.0178 0.1835 0.087 Uiso 1 1 calc R . . C63 C 0.7830(7) -0.1082(4) 0.2591(5) 0.094(2) Uani 1 1 d . . . H63 H 0.7780 -0.1638 0.2356 0.113 Uiso 1 1 calc R . . C64 C 0.8542(7) -0.1149(5) 0.3217(6) 0.104(2) Uani 1 1 d . . . H64 H 0.8992 -0.1747 0.3424 0.125 Uiso 1 1 calc R . . C65 C 0.8609(7) -0.0352(5) 0.3550(4) 0.097(2) Uani 1 1 d . . . H65 H 0.9115 -0.0389 0.3988 0.116 Uiso 1 1 calc R . . C66 C 0.7938(6) 0.0517(4) 0.3250(4) 0.0818(17) Uani 1 1 d . . . H66 H 0.7993 0.1063 0.3500 0.098 Uiso 1 1 calc R . . C71 C 0.5306(5) 0.1595(3) 0.1737(3) 0.0538(11) Uani 1 1 d . . . C72 C 0.3937(5) 0.1776(3) 0.2108(3) 0.0546(11) Uani 1 1 d . . . H72 H 0.3582 0.1973 0.2729 0.066 Uiso 1 1 calc R . . C73 C 0.3060(5) 0.1682(3) 0.1616(4) 0.0647(13) Uani 1 1 d . . . H73 H 0.2133 0.1830 0.1899 0.078 Uiso 1 1 calc R . . C74 C 0.3528(6) 0.1379(4) 0.0728(4) 0.0716(14) Uani 1 1 d . . . H74 H 0.2936 0.1299 0.0394 0.086 Uiso 1 1 calc R . . C75 C 0.4871(7) 0.1192(4) 0.0328(4) 0.0810(17) Uani 1 1 d . . . H75 H 0.5212 0.0995 -0.0295 0.097 Uiso 1 1 calc R . . C76 C 0.5744(6) 0.1289(4) 0.0832(4) 0.0721(14) Uani 1 1 d . . . H76 H 0.6669 0.1140 0.0544 0.087 Uiso 1 1 calc R . . C81 C 0.5567(4) 0.2212(3) 0.3278(3) 0.0572(11) Uani 1 1 d . . . C82 C 0.5436(5) 0.3158(4) 0.3373(4) 0.0673(14) Uani 1 1 d . . . H82 H 0.5848 0.3535 0.2851 0.081 Uiso 1 1 calc R . . C83 C 0.4730(6) 0.3576(5) 0.4198(5) 0.0863(19) Uani 1 1 d . . . H83 H 0.4676 0.4227 0.4230 0.104 Uiso 1 1 calc R . . C84 C 0.4116(6) 0.3078(5) 0.4957(5) 0.090(2) Uani 1 1 d . . . H84 H 0.3642 0.3372 0.5523 0.107 Uiso 1 1 calc R . . C85 C 0.4185(6) 0.2127(5) 0.4901(4) 0.0870(19) Uani 1 1 d . . . H85 H 0.3740 0.1769 0.5426 0.104 Uiso 1 1 calc R . . C86 C 0.4905(6) 0.1705(4) 0.4079(4) 0.0746(15) Uani 1 1 d . . . H86 H 0.4954 0.1054 0.4053 0.089 Uiso 1 1 calc R . . C91 C 0.7380(5) 0.2336(3) 0.1623(3) 0.0553(11) Uani 1 1 d . . . C92 C 0.6896(5) 0.3154(3) 0.1096(4) 0.0666(13) Uani 1 1 d . . . H92 H 0.5986 0.3290 0.1101 0.080 Uiso 1 1 calc R . . C93 C 0.7669(6) 0.3767(4) 0.0575(4) 0.0770(15) Uani 1 1 d . . . H93 H 0.7287 0.4316 0.0245 0.092 Uiso 1 1 calc R . . C94 C 0.8994(6) 0.3581(5) 0.0535(4) 0.0816(16) Uani 1 1 d . . . H94 H 0.9533 0.4005 0.0189 0.098 Uiso 1 1 calc R . . C95 C 0.9532(6) 0.2770(4) 0.1004(4) 0.0757(15) Uani 1 1 d . . . H95 H 1.0454 0.2620 0.0960 0.091 Uiso 1 1 calc R . . C96 C 0.8732(5) 0.2174(4) 0.1538(4) 0.0639(13) Uani 1 1 d . . . H96 H 0.9127 0.1626 0.1863 0.077 Uiso 1 1 calc R . . H56 H 0.994(4) 0.385(3) 0.590(2) 0.050 Uiso 1 1 d D . . H55 H 0.785(4) 0.472(2) 0.576(2) 0.050 Uiso 1 1 d D . . H52 H 0.769(3) 0.244(3) 0.430(3) 0.050 Uiso 1 1 d D . . H51 H 0.953(4) 0.1498(11) 0.469(3) 0.050 Uiso 1 1 d 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 0.04084(10) 0.04165(9) 0.03989(9) -0.00211(6) -0.00811(7) -0.01021(6) P1 0.0447(6) 0.0379(5) 0.0389(5) -0.0019(4) -0.0103(4) -0.0063(4) B1 0.046(3) 0.049(3) 0.056(3) -0.011(2) -0.006(2) -0.006(2) N11 0.057(2) 0.0438(18) 0.0503(19) -0.0008(16) -0.0149(17) -0.0188(17) C11 0.084(4) 0.060(3) 0.075(3) 0.014(3) -0.024(3) -0.042(3) N12 0.057(2) 0.0435(18) 0.053(2) 0.0044(16) -0.0149(18) -0.0159(17) C12 0.111(5) 0.096(4) 0.087(4) 0.009(3) -0.039(4) -0.072(4) C13 0.093(4) 0.083(4) 0.061(3) 0.002(3) -0.031(3) -0.049(3) C21 0.048(2) 0.044(2) 0.045(2) 0.0005(18) -0.0111(19) -0.0074(19) C22 0.067(3) 0.041(2) 0.062(3) 0.002(2) -0.017(2) -0.010(2) C23 0.081(4) 0.055(3) 0.060(3) 0.008(2) -0.025(3) 0.000(3) C24 0.072(3) 0.068(3) 0.052(3) 0.002(2) -0.028(2) -0.002(3) C25 0.059(3) 0.049(2) 0.046(2) -0.0068(19) -0.013(2) -0.004(2) C26 0.043(2) 0.041(2) 0.040(2) -0.0013(17) -0.0076(18) -0.0067(17) C31 0.052(3) 0.037(2) 0.044(2) -0.0013(17) -0.0133(19) -0.0081(18) C32 0.055(3) 0.044(2) 0.070(3) -0.005(2) -0.018(2) -0.009(2) C33 0.079(4) 0.041(2) 0.087(4) -0.012(2) -0.017(3) -0.008(2) C34 0.085(4) 0.053(3) 0.069(3) -0.012(2) -0.018(3) -0.026(3) C35 0.068(3) 0.069(3) 0.051(3) 0.007(2) -0.019(2) -0.030(3) C36 0.052(3) 0.048(2) 0.050(2) -0.0018(19) -0.014(2) -0.009(2) C41 0.049(2) 0.038(2) 0.047(2) -0.0026(17) -0.0077(19) -0.0047(18) C42 0.045(3) 0.118(4) 0.051(3) -0.005(3) -0.013(2) 0.006(3) C43 0.052(4) 0.194(8) 0.069(4) -0.015(4) -0.018(3) 0.009(4) C44 0.042(3) 0.130(5) 0.084(4) -0.003(4) -0.004(3) 0.005(3) C45 0.060(3) 0.096(4) 0.055(3) 0.011(3) 0.004(3) -0.001(3) C46 0.058(3) 0.073(3) 0.047(2) 0.005(2) -0.009(2) -0.008(2) C51 0.060(3) 0.056(3) 0.045(2) -0.013(2) 0.006(2) -0.009(2) C52 0.065(3) 0.062(3) 0.038(2) -0.007(2) -0.012(2) -0.021(2) C53 0.068(3) 0.070(3) 0.044(2) 0.007(2) -0.016(2) -0.023(2) C54 0.071(3) 0.053(3) 0.059(3) 0.010(2) -0.017(3) -0.011(2) C55 0.065(3) 0.039(2) 0.050(2) -0.0012(18) -0.008(2) -0.015(2) C56 0.061(3) 0.066(3) 0.051(2) 0.007(2) -0.017(2) -0.034(2) C57 0.050(3) 0.099(4) 0.066(3) -0.001(3) -0.010(2) -0.024(3) C58 0.048(3) 0.095(4) 0.064(3) -0.009(3) 0.001(2) -0.002(3) C61 0.050(3) 0.058(3) 0.057(3) -0.007(2) 0.008(2) -0.008(2) C62 0.059(3) 0.057(3) 0.087(4) -0.008(3) 0.005(3) -0.014(2) C63 0.078(4) 0.058(3) 0.122(6) -0.004(4) 0.007(4) -0.009(3) C64 0.080(5) 0.072(4) 0.112(6) 0.025(4) 0.020(4) 0.003(4) C65 0.085(5) 0.105(5) 0.074(4) 0.012(4) -0.014(3) 0.008(4) C66 0.083(4) 0.079(4) 0.069(3) -0.005(3) -0.018(3) 0.007(3) C71 0.057(3) 0.042(2) 0.056(3) -0.004(2) -0.004(2) -0.012(2) C72 0.057(3) 0.043(2) 0.060(3) -0.005(2) -0.012(2) -0.006(2) C73 0.063(3) 0.055(3) 0.077(3) 0.004(2) -0.026(3) -0.011(2) C74 0.091(4) 0.070(3) 0.068(3) 0.009(3) -0.034(3) -0.037(3) C75 0.105(5) 0.086(4) 0.058(3) -0.013(3) -0.011(3) -0.041(4) C76 0.074(4) 0.079(3) 0.062(3) -0.022(3) 0.003(3) -0.028(3) C81 0.044(3) 0.064(3) 0.064(3) -0.018(2) -0.015(2) -0.005(2) C82 0.049(3) 0.073(3) 0.079(3) -0.031(3) -0.013(2) -0.001(2) C83 0.066(4) 0.094(4) 0.098(4) -0.046(4) -0.024(4) 0.010(3) C84 0.066(4) 0.121(5) 0.080(4) -0.053(4) -0.024(3) 0.017(4) C85 0.058(3) 0.142(6) 0.051(3) -0.014(3) -0.006(3) -0.009(4) C86 0.070(4) 0.092(4) 0.058(3) -0.016(3) -0.011(3) -0.012(3) C91 0.053(3) 0.053(2) 0.059(3) -0.017(2) -0.007(2) -0.010(2) C92 0.061(3) 0.059(3) 0.077(3) -0.001(3) -0.015(3) -0.012(2) C93 0.087(4) 0.068(3) 0.076(4) 0.004(3) -0.021(3) -0.022(3) C94 0.085(4) 0.092(4) 0.078(4) -0.013(3) -0.010(3) -0.048(4) C95 0.062(3) 0.088(4) 0.087(4) -0.022(3) -0.018(3) -0.026(3) C96 0.057(3) 0.069(3) 0.070(3) -0.018(3) -0.015(3) -0.017(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 N11 2.083(3) . ? Ir1 C55 2.124(4) . ? Ir1 C56 2.143(4) . ? Ir1 C51 2.222(4) . ? Ir1 C52 2.227(4) . ? Ir1 P1 2.2800(12) . ? P1 C41 1.814(5) . ? P1 C31 1.816(4) . ? P1 C26 1.823(4) . ? B1 C71 1.633(7) . ? B1 C91 1.645(7) . ? B1 C61 1.650(7) . ? B1 C81 1.661(6) . ? N11 C13 1.329(6) . ? N11 N12 1.381(5) . ? C11 N12 1.348(6) . ? C11 C12 1.358(7) . ? N12 C21 1.440(5) . ? C12 C13 1.378(7) . ? C21 C22 1.386(6) . ? C21 C26 1.389(5) . ? C22 C23 1.373(7) . ? C23 C24 1.361(7) . ? C24 C25 1.385(6) . ? C25 C26 1.382(5) . ? C31 C32 1.387(6) . ? C31 C36 1.393(6) . ? C32 C33 1.387(6) . ? C33 C34 1.360(7) . ? C34 C35 1.370(7) . ? C35 C36 1.389(6) . ? C41 C42 1.372(6) . ? C41 C46 1.387(6) . ? C42 C43 1.393(8) . ? C43 C44 1.357(8) . ? C44 C45 1.363(8) . ? C45 C46 1.382(7) . ? C51 C52 1.380(7) . ? C51 C58 1.511(7) . ? C52 C53 1.515(6) . ? C53 C54 1.528(6) . ? C54 C55 1.504(6) . ? C55 C56 1.402(7) . ? C56 C57 1.522(7) . ? C57 C58 1.513(7) . ? C61 C62 1.388(7) . ? C61 C66 1.396(7) . ? C62 C63 1.405(8) . ? C63 C64 1.346(10) . ? C64 C65 1.359(10) . ? C65 C66 1.387(8) . ? C71 C72 1.392(6) . ? C71 C76 1.392(6) . ? C72 C73 1.389(6) . ? C73 C74 1.368(7) . ? C74 C75 1.373(8) . ? C75 C76 1.402(8) . ? C81 C82 1.385(7) . ? C81 C86 1.411(7) . ? C82 C83 1.382(7) . ? C83 C84 1.346(9) . ? C84 C85 1.393(9) . ? C85 C86 1.384(7) . ? C91 C96 1.390(7) . ? C91 C92 1.410(6) . ? C92 C93 1.376(8) . ? C93 C94 1.374(8) . ? C94 C95 1.377(8) . ? C95 C96 1.382(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 N11 Ir1 C55 160.02(17) . . ? N11 Ir1 C56 161.47(17) . . ? C55 Ir1 C56 38.36(18) . . ? N11 Ir1 C51 90.11(16) . . ? C55 Ir1 C51 96.46(18) . . ? C56 Ir1 C51 80.87(19) . . ? N11 Ir1 C52 94.42(16) . . ? C55 Ir1 C52 80.31(17) . . ? C56 Ir1 C52 87.82(17) . . ? C51 Ir1 C52 36.13(18) . . ? N11 Ir1 P1 85.55(10) . . ? C55 Ir1 P1 93.97(12) . . ? C56 Ir1 P1 97.60(13) . . ? C51 Ir1 P1 160.61(14) . . ? C52 Ir1 P1 163.05(13) . . ? C41 P1 C31 104.51(19) . . ? C41 P1 C26 103.32(19) . . ? C31 P1 C26 106.94(18) . . ? C41 P1 Ir1 114.69(14) . . ? C31 P1 Ir1 119.92(14) . . ? C26 P1 Ir1 106.05(13) . . ? C71 B1 C91 109.0(4) . . ? C71 B1 C61 111.2(4) . . ? C91 B1 C61 111.6(4) . . ? C71 B1 C81 109.3(4) . . ? C91 B1 C81 108.2(4) . . ? C61 B1 C81 107.4(4) . . ? C13 N11 N12 104.4(4) . . ? C13 N11 Ir1 126.4(3) . . ? N12 N11 Ir1 126.4(3) . . ? N12 C11 C12 107.9(4) . . ? C11 N12 N11 110.3(4) . . ? C11 N12 C21 125.3(4) . . ? N11 N12 C21 124.1(3) . . ? C11 C12 C13 105.6(4) . . ? N11 C13 C12 111.9(5) . . ? C22 C21 C26 121.5(4) . . ? C22 C21 N12 117.0(4) . . ? C26 C21 N12 121.5(3) . . ? C23 C22 C21 119.2(4) . . ? C24 C23 C22 120.3(4) . . ? C23 C24 C25 120.3(4) . . ? C26 C25 C24 121.0(4) . . ? C25 C26 C21 117.5(4) . . ? C25 C26 P1 123.7(3) . . ? C21 C26 P1 118.8(3) . . ? C32 C31 C36 118.7(4) . . ? C32 C31 P1 120.2(3) . . ? C36 C31 P1 121.1(3) . . ? C31 C32 C33 119.8(5) . . ? C34 C33 C32 121.1(5) . . ? C33 C34 C35 120.1(4) . . ? C34 C35 C36 119.8(5) . . ? C35 C36 C31 120.5(4) . . ? C42 C41 C46 118.9(4) . . ? C42 C41 P1 120.8(3) . . ? C46 C41 P1 120.3(3) . . ? C41 C42 C43 120.4(5) . . ? C44 C43 C42 119.9(5) . . ? C43 C44 C45 120.6(5) . . ? C44 C45 C46 120.0(5) . . ? C45 C46 C41 120.2(5) . . ? C52 C51 C58 124.6(5) . . ? C52 C51 Ir1 72.1(2) . . ? C58 C51 Ir1 107.8(3) . . ? C51 C52 C53 123.3(5) . . ? C51 C52 Ir1 71.8(2) . . ? C53 C52 Ir1 111.8(3) . . ? C52 C53 C54 111.8(4) . . ? C55 C54 C53 113.1(4) . . ? C56 C55 C54 124.9(4) . . ? C56 C55 Ir1 71.6(3) . . ? C54 C55 Ir1 111.2(3) . . ? C55 C56 C57 124.5(4) . . ? C55 C56 Ir1 70.1(3) . . ? C57 C56 Ir1 113.6(3) . . ? C58 C57 C56 113.3(4) . . ? C57 C58 C51 114.2(4) . . ? C62 C61 C66 114.0(5) . . ? C62 C61 B1 124.4(5) . . ? C66 C61 B1 121.5(4) . . ? C61 C62 C63 122.3(6) . . ? C64 C63 C62 120.9(6) . . ? C63 C64 C65 119.2(6) . . ? C64 C65 C66 120.0(7) . . ? C65 C66 C61 123.6(6) . . ? C72 C71 C76 114.6(5) . . ? C72 C71 B1 125.0(4) . . ? C76 C71 B1 120.3(4) . . ? C73 C72 C71 123.5(5) . . ? C74 C73 C72 120.2(5) . . ? C73 C74 C75 118.7(5) . . ? C74 C75 C76 120.4(5) . . ? C71 C76 C75 122.5(5) . . ? C82 C81 C86 115.3(4) . . ? C82 C81 B1 124.4(5) . . ? C86 C81 B1 120.2(4) . . ? C83 C82 C81 122.6(6) . . ? C84 C83 C82 121.3(6) . . ? C83 C84 C85 119.0(5) . . ? C86 C85 C84 119.8(6) . . ? C85 C86 C81 122.1(6) . . ? C96 C91 C92 114.0(5) . . ? C96 C91 B1 125.2(4) . . ? C92 C91 B1 120.7(4) . . ? C93 C92 C91 123.5(5) . . ? C94 C93 C92 119.7(6) . . ? C93 C94 C95 119.1(6) . . ? C94 C95 C96 120.2(5) . . ? C95 C96 C91 123.3(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.686 _refine_diff_density_min -1.614 _refine_diff_density_rms 0.101 data_c:serin1 _database_code_depnum_ccdc_archive 'CCDC 291474' #TrackingRef '10-CCDC291474.cif' _audit_creation_method SHELXL-97 #==== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of [C19 H17 N2 O4 F3 P1 S1 Rh1] is reported. ; _publ_section_comment #Text of the paper ; The crystallographic asymmetric unit consists of one molecule of [C19 H17 N2 O4 F3 P1 S1 Rh1]. Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_prep ; The compound was prepared by SD and recrystallized from dichloromethane/hexanes. The sample ID is serin1. . ; #===== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H17 F3 N2 O4 P Rh S' _chemical_formula_weight 560.29 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' S S 0.1246 0.1234 '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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.002(2) _cell_length_b 11.376(2) _cell_length_c 15.535(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.51(3) _cell_angle_gamma 90.00 _cell_volume 2114.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 23767 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.760 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 1.038 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.060 -1 0 0 0.080 0 1 0 0.130 0 -1 0 0.110 0 0 1 0.110 0 0 -1 0.080 0 5 6 0.101 0 -5 4 0.092 0 1 -3 0.091 3 2 0 0.084 -5 4 0 0.099 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.834 _exptl_absorpt_correction_T_max 0.884 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 200(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 _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 46655 _diffrn_reflns_av_R_equivalents 0.0810 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.53 _reflns_number_total 4871 _reflns_number_gt 3699 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction 'X -Seed' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed / POV-Ray' _computing_publication_material 'Microsoft Office 2000' _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^)+(0.0568P)^2^+0.8948P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0018(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4871 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.0985 _refine_ls_wR_factor_gt 0.0862 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 0.317912(19) 0.08771(2) 0.932111(15) 0.02821(10) Uani 1 1 d . . . S1 S 0.28158(7) -0.20355(7) 0.91311(6) 0.0365(2) Uani 1 1 d . . . P1 P 0.31057(6) 0.28044(7) 0.92377(5) 0.02786(18) Uani 1 1 d . . . F1 F 0.1348(3) -0.1606(3) 1.0234(3) 0.1076(13) Uani 1 1 d . . . O1 O 0.0979(2) 0.0999(2) 1.0053(2) 0.0682(9) Uani 1 1 d . . . C1 C 0.1827(3) 0.0945(3) 0.9773(3) 0.0412(8) Uani 1 1 d . . . F2 F 0.12041(19) -0.3319(2) 0.96637(17) 0.0635(7) Uani 1 1 d . . . O2 O 0.33741(19) -0.10061(18) 0.95169(16) 0.0357(5) Uani 1 1 d . . . C2 C 0.1912(3) -0.2480(3) 0.9960(3) 0.0478(9) Uani 1 1 d . . . F3 F 0.2523(3) -0.2911(3) 1.06369(17) 0.0843(9) Uani 1 1 d . . . O3 O 0.3561(2) -0.3006(2) 0.9081(2) 0.0641(8) Uani 1 1 d . . . O4 O 0.2077(3) -0.1799(3) 0.8390(2) 0.0829(12) Uani 1 1 d . . . N11 N 0.4730(2) 0.0763(2) 0.87767(17) 0.0297(6) Uani 1 1 d . . . C11 C 0.5389(3) -0.0192(3) 0.8782(2) 0.0338(7) Uani 1 1 d . . . H11 H 0.5229 -0.0917 0.9049 0.041 Uiso 1 1 calc R . . N12 N 0.5267(2) 0.1590(2) 0.83336(17) 0.0327(6) Uani 1 1 d . . . C12 C 0.6334(3) 0.0018(3) 0.8347(2) 0.0371(8) Uani 1 1 d . . . H12 H 0.6927 -0.0512 0.8261 0.045 Uiso 1 1 calc R . . C13 C 0.6225(3) 0.1158(3) 0.8066(2) 0.0392(8) Uani 1 1 d . . . H13 H 0.6736 0.1571 0.7740 0.047 Uiso 1 1 calc R . . C14 C 0.4794(3) 0.2746(3) 0.8131(2) 0.0374(8) Uani 1 1 d . . . H14A H 0.4140 0.2655 0.7708 0.045 Uiso 1 1 calc R . . H14B H 0.5357 0.3227 0.7859 0.045 Uiso 1 1 calc R . . C15 C 0.4430(3) 0.3396(3) 0.8928(2) 0.0352(7) Uani 1 1 d . . . H15A H 0.4346 0.4244 0.8797 0.042 Uiso 1 1 calc R . . H15B H 0.5010 0.3306 0.9413 0.042 Uiso 1 1 calc R . . C21 C 0.2093(3) 0.3428(3) 0.8434(2) 0.0296(7) Uani 1 1 d . . . C22 C 0.1986(3) 0.4651(3) 0.8358(2) 0.0339(7) Uani 1 1 d . . . H22 H 0.2439 0.5150 0.8730 0.041 Uiso 1 1 calc R . . C23 C 0.1221(3) 0.5136(3) 0.7742(2) 0.0409(8) Uani 1 1 d . . . H23 H 0.1149 0.5965 0.7694 0.049 Uiso 1 1 calc R . . C24 C 0.0561(3) 0.4406(4) 0.7196(2) 0.0449(9) Uani 1 1 d . . . H24 H 0.0039 0.4737 0.6772 0.054 Uiso 1 1 calc R . . C25 C 0.0663(3) 0.3209(3) 0.7271(3) 0.0523(10) Uani 1 1 d . . . H25 H 0.0206 0.2714 0.6899 0.063 Uiso 1 1 calc R . . C26 C 0.1424(3) 0.2714(3) 0.7884(2) 0.0408(8) Uani 1 1 d . . . H26 H 0.1488 0.1884 0.7928 0.049 Uiso 1 1 calc R . . C31 C 0.2832(3) 0.3582(3) 1.02226(19) 0.0305(7) Uani 1 1 d . . . C32 C 0.1751(3) 0.3898(3) 1.0381(2) 0.0385(8) Uani 1 1 d . . . H32 H 0.1151 0.3718 0.9966 0.046 Uiso 1 1 calc R . . C33 C 0.1532(3) 0.4472(3) 1.1137(2) 0.0467(9) Uani 1 1 d . . . H33 H 0.0787 0.4684 1.1236 0.056 Uiso 1 1 calc R . . C34 C 0.2400(4) 0.4738(3) 1.1747(2) 0.0494(10) Uani 1 1 d . . . H34 H 0.2255 0.5136 1.2264 0.059 Uiso 1 1 calc R . . C35 C 0.3471(3) 0.4419(3) 1.1597(2) 0.0447(9) Uani 1 1 d . . . H35 H 0.4065 0.4608 1.2014 0.054 Uiso 1 1 calc R . . C36 C 0.3707(3) 0.3833(3) 1.0856(2) 0.0386(8) Uani 1 1 d . . . H36 H 0.4451 0.3600 1.0772 0.046 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 0.02807(15) 0.02521(15) 0.03141(15) 0.00024(10) 0.00266(10) -0.00210(10) S1 0.0371(4) 0.0341(4) 0.0376(4) -0.0001(3) -0.0004(3) -0.0081(4) P1 0.0277(4) 0.0251(4) 0.0308(4) -0.0018(3) 0.0023(3) -0.0024(3) F1 0.092(2) 0.0593(18) 0.184(4) -0.022(2) 0.088(2) -0.0070(16) O1 0.0459(17) 0.0526(18) 0.111(3) 0.0007(16) 0.0389(17) -0.0028(13) C1 0.039(2) 0.0256(17) 0.059(2) -0.0013(15) 0.0056(17) -0.0047(14) F2 0.0493(13) 0.0519(14) 0.0897(18) 0.0041(13) 0.0073(12) -0.0221(11) O2 0.0346(12) 0.0251(12) 0.0472(14) 0.0014(10) 0.0015(10) -0.0041(9) C2 0.040(2) 0.0349(19) 0.070(3) 0.0013(18) 0.0112(18) -0.0037(16) F3 0.112(2) 0.086(2) 0.0532(15) 0.0229(14) -0.0046(15) -0.0392(18) O3 0.0479(16) 0.0388(15) 0.108(3) -0.0223(15) 0.0205(16) -0.0046(13) O4 0.098(3) 0.084(2) 0.0595(19) 0.0287(17) -0.0391(18) -0.043(2) N11 0.0278(13) 0.0315(14) 0.0298(14) -0.0002(11) 0.0019(11) -0.0029(11) C11 0.0373(17) 0.0338(17) 0.0300(16) -0.0008(13) 0.0007(13) 0.0026(14) N12 0.0301(14) 0.0351(15) 0.0336(14) 0.0015(12) 0.0073(11) -0.0016(11) C12 0.0333(17) 0.043(2) 0.0353(18) -0.0032(15) 0.0061(14) 0.0063(14) C13 0.0332(18) 0.048(2) 0.0377(18) -0.0028(16) 0.0087(14) 0.0017(15) C14 0.0383(18) 0.0299(17) 0.0452(19) 0.0075(15) 0.0104(15) -0.0006(14) C15 0.0323(17) 0.0310(17) 0.0426(19) -0.0020(14) 0.0043(14) -0.0037(13) C21 0.0306(16) 0.0301(16) 0.0285(15) -0.0021(13) 0.0048(12) 0.0013(13) C22 0.0361(17) 0.0281(16) 0.0377(18) -0.0038(14) 0.0037(14) -0.0010(14) C23 0.043(2) 0.0361(19) 0.045(2) 0.0046(16) 0.0093(16) 0.0096(15) C24 0.0349(19) 0.057(2) 0.042(2) 0.0068(17) -0.0032(15) 0.0080(17) C25 0.055(2) 0.047(2) 0.052(2) -0.0068(18) -0.0178(19) 0.0040(18) C26 0.049(2) 0.0313(18) 0.0411(19) -0.0051(15) -0.0051(16) 0.0008(16) C31 0.0376(17) 0.0235(15) 0.0305(16) 0.0015(13) 0.0020(13) -0.0040(13) C32 0.0408(19) 0.0417(19) 0.0333(17) -0.0036(15) 0.0047(14) -0.0050(15) C33 0.057(2) 0.045(2) 0.040(2) -0.0019(16) 0.0196(18) 0.0016(18) C34 0.080(3) 0.037(2) 0.0331(19) -0.0044(16) 0.0142(19) -0.006(2) C35 0.065(3) 0.0372(19) 0.0301(18) -0.0020(14) -0.0056(17) -0.0133(18) C36 0.045(2) 0.0354(18) 0.0339(18) 0.0011(14) -0.0047(15) -0.0040(15) _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 1.820(4) . ? Rh1 N11 2.108(3) . ? Rh1 O2 2.174(2) . ? Rh1 P1 2.1976(10) . ? S1 O4 1.423(3) . ? S1 O3 1.426(3) . ? S1 O2 1.455(2) . ? S1 C2 1.819(4) . ? P1 C21 1.817(3) . ? P1 C31 1.819(3) . ? P1 C15 1.825(3) . ? F1 C2 1.293(5) . ? O1 C1 1.139(4) . ? F2 C2 1.335(4) . ? C2 F3 1.328(5) . ? N11 C11 1.343(4) . ? N11 N12 1.358(4) . ? C11 C12 1.385(5) . ? N12 C13 1.345(4) . ? N12 C14 1.456(4) . ? C12 C13 1.371(5) . ? C14 C15 1.534(5) . ? C21 C26 1.388(5) . ? C21 C22 1.401(5) . ? C22 C23 1.387(5) . ? C23 C24 1.390(5) . ? C24 C25 1.371(5) . ? C25 C26 1.387(5) . ? C31 C32 1.387(5) . ? C31 C36 1.410(4) . ? C32 C33 1.386(5) . ? C33 C34 1.385(6) . ? C34 C35 1.374(6) . ? C35 C36 1.379(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 C1 Rh1 N11 178.52(13) . . ? C1 Rh1 O2 94.43(12) . . ? N11 Rh1 O2 84.65(9) . . ? C1 Rh1 P1 87.00(10) . . ? N11 Rh1 P1 94.03(7) . . ? O2 Rh1 P1 174.15(7) . . ? O4 S1 O3 117.1(2) . . ? O4 S1 O2 114.75(17) . . ? O3 S1 O2 112.03(16) . . ? O4 S1 C2 104.9(2) . . ? O3 S1 C2 103.60(19) . . ? O2 S1 C2 102.31(16) . . ? C21 P1 C31 103.48(14) . . ? C21 P1 C15 102.93(15) . . ? C31 P1 C15 105.14(15) . . ? C21 P1 Rh1 116.86(10) . . ? C31 P1 Rh1 116.38(10) . . ? C15 P1 Rh1 110.59(11) . . ? O1 C1 Rh1 179.3(3) . . ? S1 O2 Rh1 133.99(15) . . ? F1 C2 F3 107.1(4) . . ? F1 C2 F2 109.1(3) . . ? F3 C2 F2 107.8(3) . . ? F1 C2 S1 112.1(3) . . ? F3 C2 S1 109.9(3) . . ? F2 C2 S1 110.7(3) . . ? C11 N11 N12 105.1(3) . . ? C11 N11 Rh1 125.8(2) . . ? N12 N11 Rh1 129.0(2) . . ? N11 C11 C12 111.2(3) . . ? C13 N12 N11 110.8(3) . . ? C13 N12 C14 126.2(3) . . ? N11 N12 C14 122.8(3) . . ? C13 C12 C11 104.9(3) . . ? N12 C13 C12 108.0(3) . . ? N12 C14 C15 113.1(3) . . ? C14 C15 P1 110.1(2) . . ? C26 C21 C22 119.0(3) . . ? C26 C21 P1 121.2(2) . . ? C22 C21 P1 119.8(2) . . ? C23 C22 C21 120.3(3) . . ? C22 C23 C24 119.9(3) . . ? C25 C24 C23 119.9(3) . . ? C24 C25 C26 120.7(3) . . ? C21 C26 C25 120.2(3) . . ? C32 C31 C36 118.6(3) . . ? C32 C31 P1 120.6(2) . . ? C36 C31 P1 120.7(3) . . ? C31 C32 C33 121.0(3) . . ? C32 C33 C34 120.0(4) . . ? C35 C34 C33 119.3(3) . . ? C34 C35 C36 121.7(3) . . ? C35 C36 C31 119.4(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.707 _refine_diff_density_min -0.728 _refine_diff_density_rms 0.095 # Attachment '8-CCDC291475.cif' data_c:new6 _database_code_depnum_ccdc_archive 'CCDC 291475' #TrackingRef '8-CCDC291475.cif' _audit_creation_method SHELXL-97 #==== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of [C22 H17 N2 O1 P1 Cl1 Rh1] is reported. ; _publ_section_comment #Text of the paper ; The crystallographic asymmetric unit consists of one molecule of [C22 H17 N2 O1 P1 Cl1 Rh1]. Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; Hydrogen atoms attached to C atoms were included at idealized positions and ride on the atom to which they bonded. ; _publ_section_exptl_prep ; The compound was prepared by SB and recrystallized from dichloromethane/hexanes. The sample ID is new6. . ; #===== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H17 Cl N2 O P Rh' _chemical_formula_weight 494.71 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.6570(19) _cell_length_b 10.144(2) _cell_length_c 21.513(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2107.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 290(2) _cell_measurement_reflns_used 22551 _cell_measurement_theta_min 27.48 _cell_measurement_theta_max 2.91 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 1.027 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.100 -1 0 0 0.060 0 1 0 0.280 0 -1 0 0.220 0 0 1 0.100 0 0 -1 0.140 0 -3 -4 0.211 2 -1 0 0.123 -3 4 0 0.192 0 2 3 0.227 -9 0 -8 0.058 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.714 _exptl_absorpt_correction_T_max 0.873 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 290(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 _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 30380 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4822 _reflns_number_gt 3986 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction 'X -Seed' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed / POV-Ray' _computing_publication_material 'Microsoft Office 2000' _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^)+(0.0360P)^2^+0.2112P] 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 -0.04(2) _refine_ls_number_reflns 4822 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0458 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0660 _refine_ls_wR_factor_gt 0.0588 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _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 0.21064(2) 0.03714(2) 0.878826(11) 0.04002(8) Uani 1 1 d . . . Cl1 Cl 0.08683(10) -0.09377(8) 0.95252(4) 0.0532(2) Uani 1 1 d . . . P1 P 0.33206(8) 0.17052(8) 0.81889(4) 0.03924(19) Uani 1 1 d . . . O1 O 0.0792(4) -0.1065(3) 0.77547(13) 0.0881(10) Uani 1 1 d . . . C1 C 0.1317(4) -0.0506(4) 0.81534(17) 0.0548(9) Uani 1 1 d . . . N11 N 0.3102(3) 0.1394(2) 0.95154(12) 0.0471(7) Uani 1 1 d . . . C11 C 0.4533(4) 0.2805(4) 0.99786(18) 0.0601(10) Uani 1 1 d . . . H11 H 0.5024 0.3591 1.0074 0.072 Uiso 1 1 calc R . . N12 N 0.3599(3) 0.2648(2) 0.95149(12) 0.0457(6) Uani 1 1 d . . . C12 C 0.4642(4) 0.1635(4) 1.02829(18) 0.0668(11) Uani 1 1 d . . . H12 H 0.5217 0.1438 1.0629 0.080 Uiso 1 1 calc R . . C13 C 0.3737(4) 0.0792(4) 0.99825(16) 0.0603(10) Uani 1 1 d . . . H13 H 0.3589 -0.0102 1.0096 0.072 Uiso 1 1 calc R . . C21 C 0.3114(3) 0.3646(3) 0.90940(15) 0.0434(8) Uani 1 1 d . . . C22 C 0.2925(4) 0.3365(3) 0.84628(14) 0.0418(7) Uani 1 1 d . . . C23 C 0.2445(3) 0.4367(3) 0.80833(17) 0.0521(9) Uani 1 1 d . . . H23 H 0.2296 0.4202 0.7654 0.062 Uiso 1 1 calc R . . C24 C 0.2180(4) 0.5614(3) 0.83246(19) 0.0610(9) Uani 1 1 d . . . H24 H 0.1853 0.6295 0.8059 0.073 Uiso 1 1 calc R . . C25 C 0.2386(4) 0.5862(3) 0.8936(2) 0.0658(11) Uani 1 1 d . . . H25 H 0.2215 0.6722 0.9094 0.079 Uiso 1 1 calc R . . C26 C 0.2841(4) 0.4884(3) 0.93363(17) 0.0558(8) Uani 1 1 d . . . H26 H 0.2964 0.5058 0.9767 0.067 Uiso 1 1 calc R . . C31 C 0.3081(3) 0.1743(3) 0.73504(14) 0.0432(7) Uani 1 1 d . . . C32 C 0.1743(4) 0.1804(4) 0.71157(16) 0.0511(8) Uani 1 1 d . . . H32 H 0.0978 0.1814 0.7393 0.061 Uiso 1 1 calc R . . C33 C 0.1518(5) 0.1851(4) 0.64789(18) 0.0637(10) Uani 1 1 d . . . H33 H 0.0601 0.1910 0.6321 0.076 Uiso 1 1 calc R . . C34 C 0.2617(4) 0.1811(4) 0.60797(17) 0.0663(11) Uani 1 1 d . . . H34 H 0.2462 0.1842 0.5644 0.080 Uiso 1 1 calc R . . C35 C 0.3939(4) 0.1729(4) 0.63038(18) 0.0679(11) Uani 1 1 d . . . H35 H 0.4695 0.1687 0.6022 0.081 Uiso 1 1 calc R . . C36 C 0.4187(4) 0.1705(4) 0.69415(17) 0.0562(9) Uani 1 1 d . . . H36 H 0.5108 0.1663 0.7095 0.067 Uiso 1 1 calc R . . C41 C 0.5185(3) 0.1626(3) 0.83114(14) 0.0444(7) Uani 1 1 d . . . C42 C 0.6018(4) 0.2745(4) 0.82570(17) 0.0543(9) Uani 1 1 d . . . H42 H 0.5615 0.3563 0.8139 0.065 Uiso 1 1 calc R . . C43 C 0.7417(4) 0.2673(4) 0.83727(19) 0.0699(11) Uani 1 1 d . . . H43 H 0.7973 0.3442 0.8339 0.084 Uiso 1 1 calc R . . C44 C 0.8011(4) 0.1494(5) 0.85368(19) 0.0720(11) Uani 1 1 d . . . H44 H 0.8980 0.1445 0.8610 0.086 Uiso 1 1 calc R . . C45 C 0.7209(4) 0.0391(4) 0.85952(19) 0.0723(11) Uani 1 1 d . . . H45 H 0.7624 -0.0422 0.8711 0.087 Uiso 1 1 calc R . . C46 C 0.5793(4) 0.0449(4) 0.84868(16) 0.0556(8) Uani 1 1 d . . . H46 H 0.5242 -0.0320 0.8533 0.067 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 0.04338(13) 0.03427(11) 0.04242(12) -0.00264(10) 0.00104(12) -0.00125(10) Cl1 0.0653(6) 0.0427(4) 0.0517(5) 0.0000(4) 0.0091(4) -0.0051(4) P1 0.0390(4) 0.0346(4) 0.0440(4) -0.0007(3) 0.0013(3) 0.0022(3) O1 0.110(3) 0.090(2) 0.0644(18) -0.0227(16) -0.0029(17) -0.043(2) C1 0.062(2) 0.0487(19) 0.0537(19) -0.0058(18) 0.0109(17) -0.0145(17) N11 0.0501(18) 0.0469(15) 0.0442(14) -0.0021(12) -0.0044(13) -0.0048(12) C11 0.053(2) 0.064(2) 0.064(2) -0.013(2) -0.0126(19) -0.0067(18) N12 0.0463(16) 0.0423(14) 0.0485(15) -0.0097(12) -0.0020(13) -0.0035(12) C12 0.067(3) 0.074(3) 0.060(2) 0.003(2) -0.023(2) -0.002(2) C13 0.067(3) 0.062(2) 0.052(2) 0.0083(17) -0.0090(19) -0.0043(18) C21 0.0359(19) 0.0382(16) 0.0560(18) -0.0022(14) 0.0011(15) 0.0028(13) C22 0.0344(15) 0.0396(15) 0.0515(17) -0.0013(13) 0.0025(16) 0.0004(15) C23 0.045(2) 0.0454(18) 0.066(2) 0.0044(15) 0.0001(15) 0.0027(14) C24 0.053(2) 0.0393(18) 0.091(3) 0.0039(17) 0.000(2) 0.0119(17) C25 0.056(2) 0.0364(16) 0.105(3) -0.0170(19) 0.008(2) 0.0068(15) C26 0.0508(19) 0.0435(18) 0.073(2) -0.0168(16) 0.004(2) -0.0027(17) C31 0.045(2) 0.0398(15) 0.0451(17) -0.0016(13) 0.0010(15) 0.0031(14) C32 0.043(2) 0.060(2) 0.051(2) 0.0025(16) -0.0015(15) -0.0016(16) C33 0.068(2) 0.063(2) 0.059(2) -0.0026(19) -0.009(2) -0.006(2) C34 0.084(3) 0.069(2) 0.046(2) -0.0098(16) -0.007(2) 0.002(2) C35 0.074(3) 0.079(2) 0.051(2) -0.004(2) 0.016(2) 0.009(2) C36 0.053(2) 0.064(2) 0.052(2) -0.0048(18) 0.0051(18) 0.0088(19) C41 0.0447(19) 0.0454(17) 0.0431(18) -0.0036(14) 0.0009(14) 0.0067(15) C42 0.042(2) 0.053(2) 0.068(2) 0.0014(17) 0.0000(17) -0.0004(15) C43 0.048(2) 0.080(3) 0.081(3) -0.011(2) 0.0019(19) -0.010(2) C44 0.046(2) 0.098(3) 0.072(2) -0.021(2) -0.004(2) 0.016(2) C45 0.066(2) 0.071(2) 0.079(2) -0.007(2) -0.014(2) 0.031(2) C46 0.054(2) 0.0474(18) 0.066(2) -0.0043(17) -0.0009(17) 0.0102(17) _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 1.800(4) . ? Rh1 N11 2.109(3) . ? Rh1 P1 2.2064(9) . ? Rh1 Cl1 2.3887(9) . ? P1 C41 1.821(3) . ? P1 C31 1.819(3) . ? P1 C22 1.824(3) . ? O1 C1 1.147(4) . ? N11 C13 1.326(4) . ? N11 N12 1.359(4) . ? C11 N12 1.354(5) . ? C11 C12 1.360(5) . ? N12 C21 1.437(4) . ? C12 C13 1.383(5) . ? C21 C26 1.385(4) . ? C21 C22 1.399(4) . ? C22 C23 1.383(4) . ? C23 C24 1.391(5) . ? C24 C25 1.354(5) . ? C25 C26 1.385(5) . ? C31 C36 1.384(5) . ? C31 C32 1.388(5) . ? C32 C33 1.388(5) . ? C33 C34 1.366(6) . ? C34 C35 1.368(5) . ? C35 C36 1.393(5) . ? C41 C46 1.383(5) . ? C41 C42 1.396(5) . ? C42 C43 1.376(5) . ? C43 C44 1.373(6) . ? C44 C45 1.367(6) . ? C45 C46 1.388(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 C1 Rh1 N11 177.89(14) . . ? C1 Rh1 P1 94.87(11) . . ? N11 Rh1 P1 83.65(8) . . ? C1 Rh1 Cl1 90.95(11) . . ? N11 Rh1 Cl1 90.54(8) . . ? P1 Rh1 Cl1 174.12(3) . . ? C41 P1 C31 105.69(15) . . ? C41 P1 C22 101.59(16) . . ? C31 P1 C22 105.91(14) . . ? C41 P1 Rh1 114.45(11) . . ? C31 P1 Rh1 121.65(11) . . ? C22 P1 Rh1 105.42(10) . . ? O1 C1 Rh1 178.7(3) . . ? C13 N11 N12 105.6(3) . . ? C13 N11 Rh1 123.1(2) . . ? N12 N11 Rh1 128.4(2) . . ? N12 C11 C12 107.6(3) . . ? C11 N12 N11 110.2(3) . . ? C11 N12 C21 126.7(3) . . ? N11 N12 C21 123.0(3) . . ? C11 C12 C13 105.5(3) . . ? N11 C13 C12 111.2(3) . . ? C26 C21 C22 121.7(3) . . ? C26 C21 N12 117.6(3) . . ? C22 C21 N12 120.7(3) . . ? C23 C22 C21 117.8(3) . . ? C23 C22 P1 123.9(2) . . ? C21 C22 P1 118.3(2) . . ? C22 C23 C24 120.6(3) . . ? C25 C24 C23 120.3(3) . . ? C24 C25 C26 121.2(3) . . ? C21 C26 C25 118.4(3) . . ? C36 C31 C32 119.2(3) . . ? C36 C31 P1 122.1(3) . . ? C32 C31 P1 118.7(2) . . ? C33 C32 C31 120.4(3) . . ? C34 C33 C32 119.8(4) . . ? C33 C34 C35 120.4(4) . . ? C34 C35 C36 120.6(4) . . ? C31 C36 C35 119.5(4) . . ? C46 C41 C42 118.7(3) . . ? C46 C41 P1 119.8(3) . . ? C42 C41 P1 121.4(2) . . ? C43 C42 C41 120.5(3) . . ? C44 C43 C42 120.2(4) . . ? C45 C44 C43 120.0(4) . . ? C44 C45 C46 120.5(4) . . ? C41 C46 C45 120.0(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.302 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.059 # Attachment '11-CCDC729970.cif' data_nsw0705a _database_code_depnum_ccdc_archive 'CCDC 729970' #TrackingRef '11-CCDC729970.cif' _audit_creation_date 07-06-27 _audit_creation_method CRYSTALS_ver_12.18 _audit_update_record ; 2007-06-27 - Report on C23.50 H18 Cl F3 N2 O4 P Rh S by Anthony C. Willis for Serin Dabb and Barbara Messerle (UNSW) 2007-06-27 - passes checkcif tests with minor warnings ; _oxford_structure_analysis_title '6270851 nsw0705' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 10.5808(1) _cell_length_b 20.0102(3) _cell_length_c 12.2975(2) _cell_angle_alpha 90 _cell_angle_beta 100.3725(10) _cell_angle_gamma 90 _cell_volume 2561.13(6) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Rh -1.1178 0.9187 19.2957 0.7515 14.3501 8.2176 4.7343 25.8749 1.2892 98.6062 5.3280 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C24 H19 Cl1 F3 N2 O4 P1 Rh1 S0.25 # Dc = 1.64 Fooo = 1300.00 Mu = 9.09 M = 633.77 # Found Formula = C23.50 H18 Cl1 F3 N2 O4 P1 Rh1 S1 # Dc = 1.69 FOOO = 1300.00 Mu = 9.71 M = 650.80 _chemical_formula_sum 'C23.50 H18 Cl F3 N2 O4 P Rh S' _chemical_formula_moiety 'C23 H17 F3 N2 O4 P Rh S, 0.5(C H2 Cl2)' _chemical_compound_source ' from UNSW ' _chemical_formula_weight 650.80 _cell_measurement_reflns_used 35612 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 200 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_min 0.04 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_max 0.27 _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_meas ' not measured ' # Non-dispersive F(000): _exptl_crystal_F_000 1300 _exptl_absorpt_coefficient_mu 0.971 # Sheldrick geometric approximatio 0.94 0.96 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.120 -1 0 0 0.150 0 1 0 0.001 0 -1 0 0.040 0 0 1 0.020 0 0 -1 0.040 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.842 _exptl_absorpt_correction_T_max 0.961 _exptl_absorpt_process_details ; via Gaussian method (Coppens, 1970) implemented in maXus (2000) ; #_diffrn_reflns_av_R_equivalents 0.059 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_special_details ; CCD data collecting conditions- phi and omega scans of width 1.6 deg at rate 192 sec/frame, crystal-detector distance 32mm, multiple scan sets so over 95 percent of data collected with 4-fold redundancy or more. ; # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius BV, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'CRYSTALS (Watkin et al 2003)' _computing_publication_material 'CRYSTALS (Watkin et al 2003)' _computing_molecular_graphics ; ORTEP-II (Johnson 1976) in teXsan (MSC, 1992-1997) ; _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 200 _diffrn_reflns_number 52493 _reflns_number_total 5855 _diffrn_reflns_av_R_equivalents 0.086 # Number of reflections with Friedels Law is 5855 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5870 _diffrn_reflns_theta_min 2.552 _diffrn_reflns_theta_max 27.477 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.477 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -13 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 25 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 2.32 _oxford_diffrn_Wilson_scale 32.40 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.68 _refine_diff_density_max 0.70 _refine_ls_number_reflns 5838 _refine_ls_number_restraints 9 _refine_ls_number_parameters 343 #_refine_ls_R_factor_ref 0.0495 _refine_ls_wR_factor_ref 0.0887 _refine_ls_goodness_of_fit_ref 0.9769 #_reflns_number_all 5838 _refine_ls_R_factor_all 0.0495 _refine_ls_wR_factor_all 0.0887 # No actual I/u(I) cutoff was used for refinement. The # threshold below is used for "_gt" information ONLY: _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3975 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_gt 0.0665 _refine_ls_shift/su_max 0.001102 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment noref # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 10.8 16.0 8.35 2.66 0.0970 ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of [Rh(CO)(C~21~H~17~N~2~P)(CF~3~SO~3~)].0.5CH~2~Cl~2~ is reported. ; _publ_section_comment #Text of the paper ; The crystallographic asymmetric unit consists of one [Rh(CO)(C~21~H~17~N~2~P)(CF~3~SO~3~)] molecule and a dichloromethane molecule of solvation disordered about a crystallographic inversion centre. The dichloromethane molecule is positioned such that the location of one Cl is near coincident with the inversion image of the other Cl atom. The atom sites of the dichloromethane molecule therefore have half-occupancy. Restraints were imposed on bonding distances, angles and displacement parameters for this molecule. The biggest peaks in the final difference electron density map all have similar intensities and are located within the disorder, near the F atoms and in locations isolated from the reported atoms. ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions #Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms were included at idealized positions, and ride on the atom to which they are attached. ; _publ_section_exptl_prep ; The compound was prepared by SD and recrystallized from dichloromethane/n-hexane. The sample ID was SD 5/26-1. ; #**************************************************************************** # Insert your own references if required - in alphabetical order _publ_section_references ; Mackay, S., Gilmore, C. J., Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Molecular Structure Corporation. (1992-1997). teXsan. Single Crystal Structure Analysis Software. Version 1.8. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Johnson, C.K. (1976) ORTEP-II, A Fortran Thermal-Ellipsoid Plot Program, Report ORNL-5138, Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Rh1 Rh 0.85722(2) 0.184086(12) 0.38886(2) 0.0273 1.0000 Uani . . . . . . Cl201 Cl 0.3998(6) 0.5549(3) 0.4778(5) 0.0911 0.5 Uani D U . . . . Cl202 Cl 0.6237(7) 0.4744(4) 0.5345(6) 0.1294 0.5 Uani D U . . . . S4 S 1.07899(8) 0.29868(4) 0.40339(7) 0.0310 1.0000 Uani . . . . . . P1 P 0.71165(7) 0.11419(4) 0.42348(6) 0.0245 1.0000 Uani . . . . . . F41 F 1.3051(3) 0.3440(2) 0.3908(3) 0.0925 1.0000 Uani . . . . . . F42 F 1.2167(3) 0.29073(15) 0.2478(2) 0.0610 1.0000 Uani . . . . . . F43 F 1.2942(3) 0.23802(19) 0.3957(3) 0.0924 1.0000 Uani . . . . . . O31 O 0.7503(3) 0.28565(14) 0.5232(3) 0.0588 1.0000 Uani . . . . . . O41 O 1.0108(3) 0.24236(14) 0.3449(2) 0.0490 1.0000 Uani . . . . . . O42 O 1.1084(3) 0.29059(16) 0.5201(2) 0.0529 1.0000 Uani . . . . . . O43 O 1.0300(3) 0.36197(14) 0.3637(3) 0.0607 1.0000 Uani . . . . . . N11 N 0.9124(2) 0.11313(13) 0.2820(2) 0.0281 1.0000 Uani . . . . . . N15 N 0.8889(3) 0.04564(13) 0.2743(2) 0.0295 1.0000 Uani . . . . . . C12 C 0.9562(3) 0.12908(17) 0.1902(3) 0.0350 1.0000 Uani . . . . . . C13 C 0.9611(4) 0.0739(2) 0.1236(3) 0.0456 1.0000 Uani . . . . . . C14 C 0.9194(4) 0.02182(18) 0.1787(3) 0.0403 1.0000 Uani . . . . . . C16 C 0.8571(3) 0.00641(15) 0.3624(2) 0.0265 1.0000 Uani . . . . . . C17 C 0.9062(3) -0.05840(16) 0.3731(3) 0.0336 1.0000 Uani . . . . . . C18 C 0.8792(3) -0.10011(17) 0.4561(3) 0.0357 1.0000 Uani . . . . . . C19 C 0.8060(3) -0.07701(17) 0.5299(3) 0.0365 1.0000 Uani . . . . . . C20 C 0.7566(3) -0.01277(16) 0.5193(3) 0.0303 1.0000 Uani . . . . . . C21 C 0.7795(3) 0.03007(14) 0.4347(2) 0.0252 1.0000 Uani . . . . . . C31 C 0.7946(3) 0.24664(17) 0.4732(3) 0.0373 1.0000 Uani . . . . . . C41 C 1.2314(4) 0.2917(2) 0.3558(3) 0.0448 1.0000 Uani . . . . . . C111 C 0.5675(3) 0.10856(16) 0.3183(3) 0.0284 1.0000 Uani . . . . . . C112 C 0.5288(4) 0.16462(18) 0.2548(3) 0.0392 1.0000 Uani . . . . . . C113 C 0.4121(4) 0.1642(2) 0.1813(3) 0.0469 1.0000 Uani . . . . . . C114 C 0.3358(4) 0.1078(2) 0.1705(3) 0.0450 1.0000 Uani . . . . . . C115 C 0.3759(3) 0.0513(2) 0.2308(3) 0.0414 1.0000 Uani . . . . . . C116 C 0.4919(3) 0.05126(17) 0.3052(3) 0.0350 1.0000 Uani . . . . . . C121 C 0.6531(3) 0.12608(15) 0.5526(3) 0.0286 1.0000 Uani . . . . . . C122 C 0.7431(3) 0.13213(18) 0.6503(3) 0.0361 1.0000 Uani . . . . . . C123 C 0.7033(4) 0.1410(2) 0.7507(3) 0.0435 1.0000 Uani . . . . . . C124 C 0.5730(4) 0.1457(2) 0.7541(3) 0.0443 1.0000 Uani . . . . . . C125 C 0.4837(3) 0.1409(2) 0.6579(3) 0.0431 1.0000 Uani . . . . . . C126 C 0.5234(3) 0.13114(17) 0.5569(3) 0.0347 1.0000 Uani . . . . . . C201 C 0.4602(13) 0.4756(5) 0.4584(10) 0.1018 0.5 Uani D . . . . . H121 H 0.9821 0.17519 0.1719 0.0432 1.0000 Uiso R . . . . . H131 H 0.9895 0.0726 0.0503 0.0571 1.0000 Uiso R . . . . . H141 H 0.9123 -0.02573 0.1533 0.0502 1.0000 Uiso R . . . . . H171 H 0.9612 -0.07492 0.3206 0.0404 1.0000 Uiso R . . . . . H181 H 0.9130 -0.14689 0.4623 0.0420 1.0000 Uiso R . . . . . H191 H 0.7885 -0.10652 0.5911 0.0437 1.0000 Uiso R . . . . . H201 H 0.7031 0.00346 0.5732 0.0369 1.0000 Uiso R . . . . . H1121 H 0.5845 0.20532 0.2618 0.0460 1.0000 Uiso R . . . . . H1131 H 0.3835 0.2048 0.1363 0.0543 1.0000 Uiso R . . . . . H1141 H 0.2512 0.1080 0.1189 0.0531 1.0000 Uiso R . . . . . H1151 H 0.3216 0.0100 0.2210 0.0492 1.0000 Uiso R . . . . . H1161 H 0.5207 0.01020 0.3491 0.0419 1.0000 Uiso R . . . . . H1221 H 0.8369 0.13005 0.6478 0.0434 1.0000 Uiso R . . . . . H1231 H 0.7682 0.1440 0.8206 0.0522 1.0000 Uiso R . . . . . H1241 H 0.5440 0.1525 0.8263 0.0556 1.0000 Uiso R . . . . . H1251 H 0.3901 0.1444 0.6604 0.0536 1.0000 Uiso R . . . . . H1261 H 0.4581 0.12778 0.4874 0.0422 1.0000 Uiso R . . . . . H2011 H 0.4593 0.4673 0.3781 0.1325 0.5 Uiso R . . . . . H2012 H 0.4077 0.4406 0.4877 0.1325 0.5 Uiso 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 0.02718(12) 0.02433(11) 0.03207(12) -0.00046(10) 0.00953(8) -0.00458(10) Cl201 0.097(3) 0.104(4) 0.080(2) -0.004(2) 0.037(2) -0.001(2) Cl202 0.103(4) 0.169(6) 0.111(4) 0.071(4) 0.007(3) 0.002(4) S4 0.0314(4) 0.0277(4) 0.0369(4) -0.0023(3) 0.0142(3) -0.0070(3) P1 0.0213(3) 0.0240(3) 0.0293(4) 0.0008(3) 0.0076(3) -0.0016(3) F41 0.0586(17) 0.124(3) 0.103(2) -0.039(2) 0.0364(16) -0.0565(19) F42 0.0635(16) 0.0788(18) 0.0493(14) -0.0007(12) 0.0329(12) -0.0073(13) F43 0.069(2) 0.115(3) 0.100(2) 0.034(2) 0.0348(18) 0.0502(19) O31 0.069(2) 0.0405(15) 0.074(2) -0.0190(15) 0.0325(17) -0.0030(14) O41 0.0568(16) 0.0500(15) 0.0466(15) -0.0142(12) 0.0268(13) -0.0336(13) O42 0.0557(17) 0.0710(19) 0.0346(14) -0.0071(13) 0.0149(12) -0.0143(15) O43 0.066(2) 0.0366(14) 0.087(2) 0.0127(15) 0.0341(18) 0.0120(13) N11 0.0286(13) 0.0266(12) 0.0307(13) 0.0019(10) 0.0095(10) -0.0015(10) N15 0.0324(13) 0.0280(13) 0.0308(13) 0.0004(10) 0.0129(11) 0.0001(10) C12 0.0388(17) 0.0360(17) 0.0331(17) 0.0034(13) 0.0145(14) -0.0039(14) C13 0.059(2) 0.044(2) 0.039(2) -0.0016(16) 0.0244(18) -0.0021(17) C14 0.053(2) 0.0333(17) 0.0397(19) -0.0048(14) 0.0207(16) 0.0016(15) C16 0.0225(13) 0.0263(14) 0.0310(16) 0.0022(11) 0.0057(12) -0.0022(11) C17 0.0294(15) 0.0318(16) 0.0398(18) 0.0009(13) 0.0072(13) 0.0057(13) C18 0.0320(16) 0.0290(16) 0.0439(19) 0.0059(14) 0.0011(14) 0.0039(13) C19 0.0331(17) 0.0333(16) 0.0429(19) 0.0112(14) 0.0062(14) -0.0014(13) C20 0.0266(14) 0.0315(15) 0.0341(16) 0.0043(13) 0.0092(12) -0.0024(12) C21 0.0193(13) 0.0250(14) 0.0310(15) 0.0030(11) 0.0041(11) -0.0016(10) C31 0.0373(18) 0.0306(16) 0.0457(19) -0.0018(14) 0.0127(15) -0.0075(14) C41 0.0343(18) 0.056(2) 0.047(2) -0.0024(17) 0.0145(16) -0.0054(16) C111 0.0276(14) 0.0301(15) 0.0288(15) -0.0019(12) 0.0081(12) 0.0010(12) C112 0.0418(19) 0.0310(16) 0.0422(19) 0.0015(14) 0.0009(15) 0.0016(14) C113 0.050(2) 0.041(2) 0.045(2) 0.0039(16) -0.0048(17) 0.0102(16) C114 0.0341(18) 0.063(2) 0.0360(19) -0.0023(17) 0.0003(14) 0.0040(17) C115 0.0350(18) 0.052(2) 0.0362(18) -0.0019(16) 0.0037(14) -0.0107(16) C116 0.0352(17) 0.0351(17) 0.0345(17) 0.0024(13) 0.0060(13) -0.0069(14) C121 0.0258(14) 0.0279(15) 0.0336(16) -0.0013(12) 0.0097(12) -0.0011(11) C122 0.0293(16) 0.0424(19) 0.0369(17) -0.0048(14) 0.0068(13) -0.0006(14) C123 0.046(2) 0.051(2) 0.0338(18) -0.0074(16) 0.0071(15) -0.0010(17) C124 0.052(2) 0.047(2) 0.0408(19) -0.0091(16) 0.0252(17) -0.0039(17) C125 0.0330(18) 0.052(2) 0.049(2) -0.0115(17) 0.0198(16) -0.0033(15) C126 0.0259(15) 0.0406(18) 0.0389(18) -0.0048(14) 0.0099(13) 0.0012(13) C201 0.173(15) 0.053(6) 0.105(10) 0.002(6) 0.094(11) -0.002(8) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.18675(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Rh1 . P1 . 2.1785(7) yes Rh1 . O41 . 2.147(2) yes Rh1 . N11 . 2.088(3) yes Rh1 . C31 . 1.824(4) yes Cl201 . C201 . 1.743(11) yes Cl202 . C201 . 1.812(14) yes S4 . O41 . 1.456(3) yes S4 . O42 . 1.421(3) yes S4 . O43 . 1.421(3) yes S4 . C41 . 1.817(4) yes P1 . C21 . 1.825(3) yes P1 . C111 . 1.817(3) yes P1 . C121 . 1.820(3) yes F41 . C41 . 1.329(5) yes F42 . C41 . 1.309(5) yes F43 . C41 . 1.311(5) yes O31 . C31 . 1.145(4) yes N11 . N15 . 1.373(4) yes N11 . C12 . 1.334(4) yes N15 . C14 . 1.360(4) yes N15 . C16 . 1.427(4) yes C12 . C13 . 1.381(5) yes C12 . H121 . 1.000 no C13 . C14 . 1.360(5) yes C13 . H131 . 1.000 no C14 . H141 . 1.000 no C16 . C17 . 1.394(4) yes C16 . C21 . 1.397(4) yes C17 . C18 . 1.388(5) yes C17 . H171 . 1.000 no C18 . C19 . 1.375(5) yes C18 . H181 . 1.000 no C19 . C20 . 1.385(5) yes C19 . H191 . 1.000 no C20 . C21 . 1.402(4) yes C20 . H201 . 1.000 no C111 . C112 . 1.386(5) yes C111 . C116 . 1.391(4) yes C112 . C113 . 1.392(5) yes C112 . H1121 . 1.000 no C113 . C114 . 1.379(6) yes C113 . H1131 . 1.000 no C114 . C115 . 1.377(6) yes C114 . H1141 . 1.000 no C115 . C116 . 1.392(5) yes C115 . H1151 . 1.000 no C116 . H1161 . 1.000 no C121 . C122 . 1.398(5) yes C121 . C126 . 1.386(4) yes C122 . C123 . 1.386(5) yes C122 . H1221 . 1.000 no C123 . C124 . 1.390(5) yes C123 . H1231 . 1.000 no C124 . C125 . 1.378(6) yes C124 . H1241 . 1.000 no C125 . C126 . 1.394(5) yes C125 . H1251 . 1.000 no C126 . H1261 . 1.000 no C201 . H2011 . 1.000 no C201 . H2012 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag P1 . Rh1 . O41 . 172.65(8) yes P1 . Rh1 . N11 . 88.52(7) yes O41 . Rh1 . N11 . 84.31(10) yes P1 . Rh1 . C31 . 89.29(11) yes O41 . Rh1 . C31 . 98.00(13) yes N11 . Rh1 . C31 . 174.60(14) yes O41 . S4 . O42 . 114.14(17) yes O41 . S4 . O43 . 113.7(2) yes O42 . S4 . O43 . 116.6(2) yes O41 . S4 . C41 . 99.85(17) yes O42 . S4 . C41 . 105.70(19) yes O43 . S4 . C41 . 104.32(19) yes Rh1 . P1 . C21 . 108.93(9) yes Rh1 . P1 . C111 . 115.65(10) yes C21 . P1 . C111 . 105.37(14) yes Rh1 . P1 . C121 . 116.75(10) yes C21 . P1 . C121 . 104.22(14) yes C111 . P1 . C121 . 104.78(14) yes Rh1 . O41 . S4 . 128.78(15) yes Rh1 . N11 . N15 . 130.13(19) yes Rh1 . N11 . C12 . 123.3(2) yes N15 . N11 . C12 . 105.2(3) yes N11 . N15 . C14 . 109.7(3) yes N11 . N15 . C16 . 123.6(3) yes C14 . N15 . C16 . 126.1(3) yes N11 . C12 . C13 . 111.5(3) yes N11 . C12 . H121 . 124.2 no C13 . C12 . H121 . 124.2 no C12 . C13 . C14 . 105.5(3) yes C12 . C13 . H131 . 127.3 no C14 . C13 . H131 . 127.3 no N15 . C14 . C13 . 108.1(3) yes N15 . C14 . H141 . 125.9 no C13 . C14 . H141 . 125.9 no N15 . C16 . C17 . 116.7(3) yes N15 . C16 . C21 . 122.9(3) yes C17 . C16 . C21 . 120.4(3) yes C16 . C17 . C18 . 120.4(3) yes C16 . C17 . H171 . 119.8 no C18 . C17 . H171 . 119.8 no C17 . C18 . C19 . 119.9(3) yes C17 . C18 . H181 . 120.1 no C19 . C18 . H181 . 120.1 no C18 . C19 . C20 . 119.8(3) yes C18 . C19 . H191 . 120.1 no C20 . C19 . H191 . 120.1 no C19 . C20 . C21 . 121.6(3) yes C19 . C20 . H201 . 119.2 no C21 . C20 . H201 . 119.2 no P1 . C21 . C20 . 120.1(2) yes P1 . C21 . C16 . 122.2(2) yes C20 . C21 . C16 . 117.7(3) yes O31 . C31 . Rh1 . 177.0(4) yes S4 . C41 . F41 . 109.8(3) yes S4 . C41 . F43 . 111.2(3) yes F41 . C41 . F43 . 107.2(4) yes S4 . C41 . F42 . 112.2(3) yes F41 . C41 . F42 . 107.2(3) yes F43 . C41 . F42 . 109.1(4) yes P1 . C111 . C112 . 118.4(2) yes P1 . C111 . C116 . 121.7(2) yes C112 . C111 . C116 . 119.7(3) yes C111 . C112 . C113 . 119.9(3) yes C111 . C112 . H1121 . 120.1 no C113 . C112 . H1121 . 120.1 no C112 . C113 . C114 . 120.2(4) yes C112 . C113 . H1131 . 119.9 no C114 . C113 . H1131 . 119.9 no C113 . C114 . C115 . 120.1(3) yes C113 . C114 . H1141 . 119.9 no C115 . C114 . H1141 . 119.9 no C114 . C115 . C116 . 120.2(3) yes C114 . C115 . H1151 . 119.9 no C116 . C115 . H1151 . 119.9 no C115 . C116 . C111 . 119.8(3) yes C115 . C116 . H1161 . 120.1 no C111 . C116 . H1161 . 120.1 no P1 . C121 . C122 . 118.4(2) yes P1 . C121 . C126 . 122.5(3) yes C122 . C121 . C126 . 119.1(3) yes C121 . C122 . C123 . 120.5(3) yes C121 . C122 . H1221 . 119.7 no C123 . C122 . H1221 . 119.7 no C122 . C123 . C124 . 119.8(3) yes C122 . C123 . H1231 . 120.1 no C124 . C123 . H1231 . 120.1 no C123 . C124 . C125 . 120.0(3) yes C123 . C124 . H1241 . 120.0 no C125 . C124 . H1241 . 120.0 no C124 . C125 . C126 . 120.3(3) yes C124 . C125 . H1251 . 119.8 no C126 . C125 . H1251 . 119.8 no C125 . C126 . C121 . 120.2(3) yes C125 . C126 . H1261 . 119.9 no C121 . C126 . H1261 . 119.9 no Cl202 . C201 . Cl201 . 106.3(6) yes Cl202 . C201 . H2011 . 110.3 no Cl201 . C201 . H2011 . 110.3 no Cl202 . C201 . H2012 . 110.3 no Cl201 . C201 . H2012 . 110.3 no H2011 . C201 . H2012 . 109.5 no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl201 O31 3.563(7) . 2_666 no Cl202 C14 3.308(8) . 4 no F41 C201 3.13(1) . 1_655 no F41 C114 3.530(5) . 4_655 no F41 C113 3.552(5) . 4_655 no F41 C124 3.552(6) . 4_654 no F42 O42 3.263(4) . 4_554 no F42 C18 3.342(4) . 3_755 no F42 C113 3.459(5) . 1_655 no F42 C125 3.493(5) . 4_654 no F42 C17 3.510(4) . 3_755 no F43 C113 3.446(6) . 1_655 no F43 C126 3.557(5) . 1_655 no F43 C19 3.562(5) . 2_756 no F43 C112 3.588(6) . 1_655 no O31 C12 3.204(4) . 4 no O42 C12 3.281(5) . 4 no O42 C114 3.427(5) . 4_655 no O42 C13 3.481(5) . 4 no O42 C113 3.575(5) . 4_655 no O43 C14 3.300(5) . 3_755 no O43 C123 3.486(5) . 4_554 no O43 C17 3.490(5) . 3_755 no N11 C19 3.503(4) . 2_756 no N11 C18 3.570(4) . 2_756 no C31 C123 3.539(5) . 4_554 no C114 C201 3.54(1) . 4_554 no C115 C201 3.49(1) . 3_645 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag Rh1 P1 C21 C16 . . . . -41.8(2) no Rh1 P1 C21 C20 . . . . 136.9(2) no Rh1 P1 C111 C112 . . . . -29.7(4) no Rh1 P1 C111 C116 . . . . 154.3(3) no Rh1 P1 C121 C122 . . . . -50.7(3) no Rh1 P1 C121 C126 . . . . 127.5(2) no Rh1 O41 S4 O42 . . . . 41.3(3) no Rh1 O41 S4 O43 . . . . -95.9(2) no Rh1 O41 S4 C41 . . . . 153.6(2) no Rh1 N11 N15 C14 . . . . 167.2(2) no Rh1 N11 N15 C16 . . . . -21.8(4) no Rh1 N11 C12 C13 . . . . -167.8(2) no S4 O41 Rh1 N11 . . . . -160.0(2) no S4 O41 Rh1 C31 . . . . 24.9(2) no P1 Rh1 N11 N15 . . . . -18.1(2) no P1 Rh1 N11 C12 . . . . 146.8(2) no P1 C21 C16 N15 . . . . -0.3(4) no P1 C21 C16 C17 . . . . -179.4(2) no P1 C21 C20 C19 . . . . 179.7(2) no P1 C111 C112 C113 . . . . -173.5(3) no P1 C111 C116 C115 . . . . 173.9(3) no P1 C121 C122 C123 . . . . -179.8(3) no P1 C121 C126 C125 . . . . -179.4(3) no F41 C41 S4 O41 . . . . 173.2(3) no F41 C41 S4 O42 . . . . -68.1(3) no F41 C41 S4 O43 . . . . 55.4(3) no F42 C41 S4 O41 . . . . 54.1(3) no F42 C41 S4 O42 . . . . 172.8(3) no F42 C41 S4 O43 . . . . -63.7(3) no F43 C41 S4 O41 . . . . -68.4(3) no F43 C41 S4 O42 . . . . 50.3(3) no F43 C41 S4 O43 . . . . 173.9(3) no O41 Rh1 N11 N15 . . . . 160.3(2) no O41 Rh1 N11 C12 . . . . -34.8(2) no N11 Rh1 P1 C21 . . . . 40.2(1) no N11 Rh1 P1 C111 . . . . -78.2(1) no N11 Rh1 P1 C121 . . . . 157.9(1) no N11 N15 C14 C13 . . . . -0.8(4) no N11 N15 C16 C17 . . . . -143.7(3) no N11 N15 C16 C21 . . . . 37.1(4) no N11 C12 C13 C14 . . . . -0.7(4) no N15 N11 C12 C13 . . . . 0.2(3) no N15 C14 C13 C12 . . . . 0.9(4) no N15 C16 C17 C18 . . . . -179.6(3) no N15 C16 C21 C20 . . . . -179.0(3) no C12 N11 N15 C14 . . . . 0.3(3) no C12 N11 N15 C16 . . . . 171.3(3) no C13 C14 N15 C16 . . . . -171.4(3) no C14 N15 C16 C17 . . . . 25.7(5) no C14 N15 C16 C21 . . . . -153.5(3) no C16 C17 C18 C19 . . . . -1.5(5) no C16 C21 P1 C111 . . . . 82.9(3) no C16 C21 P1 C121 . . . . -167.1(2) no C16 C21 C20 C19 . . . . -1.6(4) no C17 C16 C21 C20 . . . . 1.9(4) no C17 C18 C19 C20 . . . . 1.7(5) no C18 C17 C16 C21 . . . . -0.4(4) no C18 C19 C20 C21 . . . . -0.2(5) no C20 C21 P1 C111 . . . . -98.4(3) no C20 C21 P1 C121 . . . . 11.6(3) no C21 P1 Rh1 C31 . . . . -144.7(1) no C21 P1 C111 C112 . . . . -150.1(3) no C21 P1 C111 C116 . . . . 34.0(4) no C21 P1 C121 C122 . . . . 69.4(3) no C21 P1 C121 C126 . . . . -112.4(3) no C31 Rh1 P1 C111 . . . . 96.9(2) no C31 Rh1 P1 C121 . . . . -27.1(2) no C111 P1 C121 C122 . . . . 179.9(3) no C111 P1 C121 C126 . . . . -1.9(3) no C111 C112 C113 C114 . . . . -0.9(6) no C111 C116 C115 C114 . . . . -0.1(6) no C112 C111 P1 C121 . . . . 100.3(3) no C112 C111 C116 C115 . . . . -2.0(6) no C112 C113 C114 C115 . . . . -1.2(6) no C113 C112 C111 C116 . . . . 2.5(6) no C113 C114 C115 C116 . . . . 1.7(6) no C116 C111 P1 C121 . . . . -75.6(3) no C121 C122 C123 C124 . . . . -1.7(6) no C121 C126 C125 C124 . . . . 0.1(6) no C122 C121 C126 C125 . . . . -1.2(5) no C122 C123 C124 C125 . . . . 0.6(6) no C123 C122 C121 C126 . . . . 2.0(5) no C123 C124 C125 C126 . . . . 0.2(6) no