# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Oleg Ozerov' _publ_contact_author_email ozerov@chem.tamu.edu loop_ _publ_author_name 'Yanjun Zhu' D.Smith D.Herbert S.Gatard O.Ozerov data_yjz643sad4 _database_code_depnum_ccdc_archive 'CCDC 845150' #TrackingRef '- oz211_yjz643.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H55 N2 O2 P2 Rh' _chemical_formula_sum 'C37 H55 N2 O2 P2 Rh' _chemical_formula_weight 724.68 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' 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 _symmetry_space_group_name_Hall '-P 2yn' 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 10.718(7) _cell_length_b 18.395(12) _cell_length_c 18.871(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.154(8) _cell_angle_gamma 90.00 _cell_volume 3721(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7164 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 24.04 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 0.578 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8230 _exptl_absorpt_correction_T_max 0.9621 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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_reflns_number 40598 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8517 _reflns_number_gt 6088 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0498P)^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 8517 _refine_ls_number_parameters 409 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0642 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1054 _refine_ls_wR_factor_gt 0.0956 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 C1 C 0.3232(3) 0.72750(15) 0.14464(14) 0.0433(7) Uani 1 1 d . . . C2 C 0.4272(3) 0.68508(15) 0.12478(15) 0.0445(7) Uani 1 1 d . . . C3 C 0.4100(3) 0.62205(16) 0.08321(15) 0.0502(7) Uani 1 1 d . . . H3 H 0.4793 0.5937 0.0727 0.060 Uiso 1 1 calc R . . C4 C 0.2972(3) 0.60080(17) 0.05782(15) 0.0535(8) Uani 1 1 d . . . C5 C 0.1973(3) 0.64728(19) 0.07133(16) 0.0593(9) Uani 1 1 d . . . H5 H 0.1198 0.6365 0.0516 0.071 Uiso 1 1 calc R . . C6 C 0.2093(3) 0.70866(17) 0.11289(15) 0.0521(7) Uani 1 1 d . . . H6 H 0.1401 0.7383 0.1200 0.063 Uiso 1 1 calc R . . C7 C 0.2824(3) 0.53311(19) 0.01372(17) 0.0722(11) Uani 1 1 d . . . H7A H 0.3631 0.5161 -0.0008 0.108 Uiso 1 1 calc R . . H7B H 0.2328 0.5439 -0.0274 0.108 Uiso 1 1 calc R . . H7C H 0.2419 0.4962 0.0413 0.108 Uiso 1 1 calc R . . C8 C 0.2441(3) 0.81168(15) 0.23332(15) 0.0422(6) Uani 1 1 d . . . C9 C 0.2583(2) 0.87893(15) 0.26818(15) 0.0431(6) Uani 1 1 d . . . C10 C 0.1648(3) 0.90697(16) 0.31086(15) 0.0491(7) Uani 1 1 d . . . H10 H 0.1768 0.9520 0.3323 0.059 Uiso 1 1 calc R . . C11 C 0.0549(3) 0.87026(19) 0.32249(16) 0.0552(8) Uani 1 1 d . . . C12 C 0.0452(3) 0.80112(19) 0.29306(17) 0.0577(8) Uani 1 1 d . . . H12 H -0.0248 0.7732 0.3031 0.069 Uiso 1 1 calc R . . C13 C 0.1354(3) 0.77292(17) 0.24989(16) 0.0526(8) Uani 1 1 d . . . H13 H 0.1243 0.7267 0.2310 0.063 Uiso 1 1 calc R . . C14 C -0.0473(3) 0.9016(2) 0.36735(19) 0.0726(10) Uani 1 1 d . . . H14A H -0.0221 0.9482 0.3850 0.109 Uiso 1 1 calc R . . H14B H -0.0637 0.8696 0.4064 0.109 Uiso 1 1 calc R . . H14C H -0.1216 0.9069 0.3393 0.109 Uiso 1 1 calc R . . C15 C 0.5318(3) 0.77088(15) 0.29757(15) 0.0437(6) Uani 1 1 d . . . C16 C 0.4425(3) 0.72594(17) 0.32799(18) 0.0593(8) Uani 1 1 d . . . H16 H 0.3677 0.7175 0.3044 0.071 Uiso 1 1 calc R . . C17 C 0.4642(4) 0.6936(2) 0.3933(2) 0.0792(12) Uani 1 1 d . . . H17 H 0.4033 0.6640 0.4133 0.095 Uiso 1 1 calc R . . C18 C 0.5746(4) 0.7046(2) 0.4289(2) 0.0845(12) Uani 1 1 d . . . H18 H 0.5882 0.6833 0.4729 0.101 Uiso 1 1 calc R . . C19 C 0.6643(3) 0.7474(2) 0.39885(18) 0.0689(10) Uani 1 1 d . . . H19 H 0.7398 0.7547 0.4221 0.083 Uiso 1 1 calc R . . C20 C 0.6428(3) 0.78009(16) 0.33382(16) 0.0523(7) Uani 1 1 d . . . H20 H 0.7048 0.8090 0.3140 0.063 Uiso 1 1 calc R . . C21 C 0.6768(3) 0.90935(16) 0.14953(16) 0.0472(7) Uani 1 1 d . . . C22 C 0.8945(3) 0.9481(2) 0.1516(2) 0.0725(10) Uani 1 1 d . . . H22A H 0.8908 0.9345 0.2012 0.087 Uiso 1 1 calc R . . H22B H 0.9326 0.9958 0.1487 0.087 Uiso 1 1 calc R . . C23 C 0.9748(4) 0.8942(3) 0.1127(3) 0.1097(16) Uani 1 1 d . . . H23A H 0.9388 0.8465 0.1166 0.165 Uiso 1 1 calc R . . H23B H 1.0570 0.8940 0.1330 0.165 Uiso 1 1 calc R . . H23C H 0.9796 0.9076 0.0636 0.165 Uiso 1 1 calc R . . C24 C 0.7479(4) 0.9915(2) 0.0574(2) 0.0843(12) Uani 1 1 d . . . H24A H 0.7013 0.9607 0.0250 0.101 Uiso 1 1 calc R . . H24B H 0.8280 1.0018 0.0358 0.101 Uiso 1 1 calc R . . C25 C 0.6785(5) 1.0612(2) 0.0672(3) 0.129(2) Uani 1 1 d . . . H25A H 0.5954 1.0510 0.0831 0.194 Uiso 1 1 calc R . . H25B H 0.6749 1.0869 0.0230 0.194 Uiso 1 1 calc R . . H25C H 0.7208 1.0906 0.1018 0.194 Uiso 1 1 calc R . . C26 C 0.6348(3) 0.75134(19) 0.05126(18) 0.0650(9) Uani 1 1 d . . . H26 H 0.6963 0.7900 0.0589 0.078 Uiso 1 1 calc R . . C27 C 0.7001(4) 0.6930(2) 0.0090(2) 0.0990(15) Uani 1 1 d . . . H27A H 0.6449 0.6525 0.0025 0.149 Uiso 1 1 calc R . . H27B H 0.7735 0.6774 0.0340 0.149 Uiso 1 1 calc R . . H27C H 0.7235 0.7122 -0.0364 0.149 Uiso 1 1 calc R . . C28 C 0.5293(4) 0.7852(2) 0.00737(18) 0.0808(11) Uani 1 1 d . . . H28A H 0.5633 0.8066 -0.0348 0.121 Uiso 1 1 calc R . . H28B H 0.4883 0.8220 0.0348 0.121 Uiso 1 1 calc R . . H28C H 0.4702 0.7482 -0.0054 0.121 Uiso 1 1 calc R . . C29 C 0.6852(3) 0.65472(17) 0.17100(19) 0.0620(9) Uani 1 1 d . . . H29 H 0.6999 0.6222 0.1307 0.074 Uiso 1 1 calc R . . C30 C 0.6372(4) 0.6088(2) 0.2308(2) 0.0825(12) Uani 1 1 d . . . H30A H 0.6956 0.5705 0.2407 0.124 Uiso 1 1 calc R . . H30B H 0.5582 0.5881 0.2177 0.124 Uiso 1 1 calc R . . H30C H 0.6271 0.6384 0.2723 0.124 Uiso 1 1 calc R . . C31 C 0.8094(3) 0.6905(2) 0.1893(3) 0.0891(13) Uani 1 1 d . . . H31A H 0.7965 0.7271 0.2248 0.134 Uiso 1 1 calc R . . H31B H 0.8438 0.7125 0.1475 0.134 Uiso 1 1 calc R . . H31C H 0.8662 0.6544 0.2070 0.134 Uiso 1 1 calc R . . C32 C 0.4511(3) 0.96064(15) 0.34477(14) 0.0465(7) Uani 1 1 d . . . H32 H 0.3919 1.0000 0.3544 0.056 Uiso 1 1 calc R . . C33 C 0.5796(3) 0.9947(2) 0.33895(19) 0.0720(10) Uani 1 1 d . . . H33A H 0.6005 1.0183 0.3828 0.108 Uiso 1 1 calc R . . H33B H 0.5796 1.0298 0.3013 0.108 Uiso 1 1 calc R . . H33C H 0.6401 0.9576 0.3291 0.108 Uiso 1 1 calc R . . C34 C 0.4444(3) 0.90797(17) 0.40661(16) 0.0600(8) Uani 1 1 d . . . H34A H 0.5050 0.8701 0.4002 0.090 Uiso 1 1 calc R . . H34B H 0.3625 0.8870 0.4087 0.090 Uiso 1 1 calc R . . H34C H 0.4615 0.9335 0.4499 0.090 Uiso 1 1 calc R . . C35 C 0.3835(3) 1.00100(17) 0.20062(17) 0.0579(8) Uani 1 1 d . . . H35 H 0.4661 1.0183 0.1862 0.070 Uiso 1 1 calc R . . C36 C 0.3155(4) 0.9781(2) 0.13380(18) 0.0812(11) Uani 1 1 d . . . H36A H 0.2306 0.9662 0.1451 0.122 Uiso 1 1 calc R . . H36B H 0.3559 0.9363 0.1138 0.122 Uiso 1 1 calc R . . H36C H 0.3168 1.0173 0.1002 0.122 Uiso 1 1 calc R . . C37 C 0.3165(5) 1.06476(19) 0.2340(2) 0.1030(15) Uani 1 1 d . . . H37A H 0.3048 1.1022 0.1992 0.155 Uiso 1 1 calc R . . H37B H 0.3655 1.0834 0.2726 0.155 Uiso 1 1 calc R . . H37C H 0.2368 1.0491 0.2514 0.155 Uiso 1 1 calc R . . N1 N 0.3400(2) 0.78655(12) 0.18983(12) 0.0427(5) Uani 1 1 d . . . N2 N 0.7687(3) 0.95187(15) 0.12335(14) 0.0625(7) Uani 1 1 d . . . O1 O 0.69520(17) 0.87342(10) 0.20673(10) 0.0460(5) Uani 1 1 d . . . O2 O 0.57289(19) 0.90463(11) 0.11817(11) 0.0527(5) Uani 1 1 d . . . P1 P 0.57602(7) 0.72548(4) 0.14103(4) 0.04560(19) Uani 1 1 d . . . P2 P 0.40837(7) 0.92089(4) 0.25857(4) 0.04014(17) Uani 1 1 d . . . Rh1 Rh 0.516246(19) 0.825965(11) 0.205643(11) 0.03785(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 C1 0.0449(16) 0.0409(16) 0.0441(15) -0.0031(12) -0.0021(13) -0.0045(13) C2 0.0477(17) 0.0398(16) 0.0459(16) -0.0055(12) -0.0018(13) -0.0003(13) C3 0.0598(19) 0.0438(17) 0.0471(17) -0.0085(13) 0.0038(14) -0.0038(14) C4 0.065(2) 0.0558(19) 0.0394(16) -0.0072(14) 0.0060(14) -0.0216(16) C5 0.060(2) 0.072(2) 0.0457(18) -0.0063(16) -0.0085(15) -0.0223(18) C6 0.0455(17) 0.061(2) 0.0494(17) -0.0064(15) -0.0054(14) -0.0037(15) C7 0.092(3) 0.068(2) 0.056(2) -0.0224(17) 0.0145(18) -0.036(2) C8 0.0351(15) 0.0448(17) 0.0468(16) -0.0041(12) -0.0052(12) 0.0020(12) C9 0.0372(15) 0.0423(16) 0.0499(16) -0.0041(13) -0.0023(12) 0.0011(12) C10 0.0417(16) 0.0520(18) 0.0537(17) -0.0113(14) -0.0018(13) 0.0059(14) C11 0.0384(17) 0.073(2) 0.0540(18) -0.0086(16) 0.0012(14) 0.0030(16) C12 0.0372(17) 0.073(2) 0.063(2) -0.0052(17) 0.0015(14) -0.0079(16) C13 0.0439(17) 0.0530(19) 0.0607(19) -0.0088(15) -0.0034(14) -0.0059(14) C14 0.051(2) 0.091(3) 0.076(2) -0.016(2) 0.0106(17) 0.0026(19) C15 0.0468(16) 0.0377(15) 0.0466(16) -0.0002(12) 0.0014(13) 0.0057(13) C16 0.054(2) 0.054(2) 0.069(2) 0.0122(17) 0.0032(17) -0.0008(16) C17 0.078(3) 0.080(3) 0.080(3) 0.035(2) 0.011(2) 0.001(2) C18 0.094(3) 0.094(3) 0.066(2) 0.027(2) -0.004(2) 0.015(3) C19 0.068(2) 0.078(3) 0.060(2) 0.0086(19) -0.0135(18) 0.007(2) C20 0.0505(18) 0.0481(18) 0.0581(19) 0.0011(15) -0.0025(15) 0.0014(14) C21 0.0527(18) 0.0403(16) 0.0487(17) -0.0024(13) 0.0051(14) -0.0010(14) C22 0.058(2) 0.085(3) 0.075(2) 0.002(2) 0.0053(19) -0.023(2) C23 0.072(3) 0.119(4) 0.138(4) -0.005(3) 0.000(3) 0.003(3) C24 0.092(3) 0.087(3) 0.075(3) 0.033(2) 0.009(2) -0.006(2) C25 0.182(6) 0.083(3) 0.122(4) 0.041(3) -0.016(4) 0.004(4) C26 0.066(2) 0.066(2) 0.063(2) -0.0135(17) 0.0176(18) -0.0041(18) C27 0.115(4) 0.092(3) 0.090(3) -0.021(2) 0.041(3) -0.003(3) C28 0.104(3) 0.087(3) 0.052(2) 0.000(2) 0.002(2) -0.005(2) C29 0.057(2) 0.0471(19) 0.082(2) -0.0149(17) -0.0074(18) 0.0108(15) C30 0.093(3) 0.065(2) 0.089(3) 0.008(2) -0.014(2) 0.021(2) C31 0.054(2) 0.074(3) 0.140(4) -0.027(3) -0.024(2) 0.0148(19) C32 0.0501(17) 0.0412(16) 0.0483(17) -0.0068(13) -0.0021(13) 0.0007(13) C33 0.068(2) 0.076(2) 0.072(2) -0.0102(19) -0.0097(18) -0.0238(19) C34 0.066(2) 0.064(2) 0.0498(18) -0.0057(16) -0.0023(16) 0.0080(17) C35 0.068(2) 0.0483(18) 0.0580(19) 0.0066(15) 0.0016(16) 0.0084(15) C36 0.090(3) 0.090(3) 0.063(2) 0.010(2) -0.015(2) 0.019(2) C37 0.161(4) 0.055(2) 0.093(3) 0.010(2) 0.008(3) 0.047(3) N1 0.0361(12) 0.0411(13) 0.0509(14) -0.0116(11) -0.0017(10) 0.0000(10) N2 0.0601(17) 0.0644(18) 0.0630(17) 0.0184(14) 0.0083(14) -0.0077(14) O1 0.0430(11) 0.0458(11) 0.0490(11) 0.0028(9) -0.0008(9) -0.0056(9) O2 0.0531(13) 0.0530(13) 0.0521(12) 0.0051(10) -0.0033(10) 0.0019(10) P1 0.0416(4) 0.0407(4) 0.0544(5) -0.0108(3) 0.0007(3) 0.0026(3) P2 0.0400(4) 0.0343(4) 0.0461(4) -0.0030(3) -0.0006(3) 0.0006(3) Rh1 0.03534(13) 0.03457(13) 0.04362(14) -0.00285(9) -0.00078(9) -0.00015(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.393(3) . ? C1 C6 1.402(4) . ? C1 C2 1.412(4) . ? C2 C3 1.412(4) . ? C2 P1 1.785(3) . ? C3 C4 1.356(4) . ? C4 C5 1.395(4) . ? C4 C7 1.506(4) . ? C5 C6 1.381(4) . ? C8 N1 1.396(3) . ? C8 C13 1.402(4) . ? C8 C9 1.409(4) . ? C9 C10 1.387(4) . ? C9 P2 1.793(3) . ? C10 C11 1.376(4) . ? C11 C12 1.392(4) . ? C11 C14 1.501(4) . ? C12 C13 1.368(4) . ? C15 C20 1.381(4) . ? C15 C16 1.390(4) . ? C15 Rh1 2.016(3) . ? C16 C17 1.389(5) . ? C17 C18 1.374(5) . ? C18 C19 1.366(5) . ? C19 C20 1.385(4) . ? C21 O2 1.263(3) . ? C21 O1 1.281(3) . ? C21 N2 1.352(4) . ? C21 Rh1 2.539(3) . ? C22 N2 1.450(4) . ? C22 C23 1.506(5) . ? C24 N2 1.459(4) . ? C24 C25 1.495(6) . ? C26 C27 1.510(5) . ? C26 C28 1.532(5) . ? C26 P1 1.870(4) . ? C29 C30 1.502(5) . ? C29 C31 1.524(5) . ? C29 P1 1.839(3) . ? C32 C33 1.517(4) . ? C32 C34 1.519(4) . ? C32 P2 1.840(3) . ? C35 C37 1.513(5) . ? C35 C36 1.515(5) . ? C35 P2 1.854(3) . ? N1 Rh1 2.044(2) . ? O1 Rh1 2.107(2) . ? O2 Rh1 2.279(2) . ? P1 Rh1 2.3061(13) . ? P2 Rh1 2.3215(12) . ? 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 C1 C6 124.5(3) . . ? N1 C1 C2 119.5(2) . . ? C6 C1 C2 115.9(3) . . ? C3 C2 C1 119.9(3) . . ? C3 C2 P1 123.6(2) . . ? C1 C2 P1 115.5(2) . . ? C4 C3 C2 123.3(3) . . ? C3 C4 C5 116.3(3) . . ? C3 C4 C7 121.7(3) . . ? C5 C4 C7 121.9(3) . . ? C6 C5 C4 122.3(3) . . ? C5 C6 C1 121.6(3) . . ? N1 C8 C13 125.2(2) . . ? N1 C8 C9 119.1(2) . . ? C13 C8 C9 115.6(3) . . ? C10 C9 C8 121.3(3) . . ? C10 C9 P2 123.2(2) . . ? C8 C9 P2 115.3(2) . . ? C11 C10 C9 122.0(3) . . ? C10 C11 C12 116.6(3) . . ? C10 C11 C14 121.9(3) . . ? C12 C11 C14 121.5(3) . . ? C13 C12 C11 122.2(3) . . ? C12 C13 C8 121.9(3) . . ? C20 C15 C16 117.5(3) . . ? C20 C15 Rh1 115.7(2) . . ? C16 C15 Rh1 126.8(2) . . ? C17 C16 C15 120.5(3) . . ? C18 C17 C16 120.8(4) . . ? C19 C18 C17 119.3(4) . . ? C18 C19 C20 120.1(3) . . ? C15 C20 C19 121.8(3) . . ? O2 C21 O1 119.6(3) . . ? O2 C21 N2 120.7(3) . . ? O1 C21 N2 119.7(3) . . ? O2 C21 Rh1 63.65(16) . . ? O1 C21 Rh1 55.92(14) . . ? N2 C21 Rh1 175.6(2) . . ? N2 C22 C23 112.6(3) . . ? N2 C24 C25 113.4(4) . . ? C27 C26 C28 110.2(3) . . ? C27 C26 P1 117.1(3) . . ? C28 C26 P1 110.1(2) . . ? C30 C29 C31 111.9(3) . . ? C30 C29 P1 114.2(2) . . ? C31 C29 P1 108.6(2) . . ? C33 C32 C34 111.3(3) . . ? C33 C32 P2 108.9(2) . . ? C34 C32 P2 114.4(2) . . ? C37 C35 C36 109.5(3) . . ? C37 C35 P2 116.0(2) . . ? C36 C35 P2 109.8(2) . . ? C1 N1 C8 121.6(2) . . ? C1 N1 Rh1 118.96(18) . . ? C8 N1 Rh1 118.59(17) . . ? C21 N2 C22 121.0(3) . . ? C21 N2 C24 119.4(3) . . ? C22 N2 C24 118.5(3) . . ? C21 O1 Rh1 93.86(17) . . ? C21 O2 Rh1 86.59(17) . . ? C2 P1 C29 109.01(15) . . ? C2 P1 C26 104.66(15) . . ? C29 P1 C26 104.06(17) . . ? C2 P1 Rh1 100.09(10) . . ? C29 P1 Rh1 125.62(12) . . ? C26 P1 Rh1 111.70(12) . . ? C9 P2 C32 107.63(13) . . ? C9 P2 C35 105.92(15) . . ? C32 P2 C35 103.92(14) . . ? C9 P2 Rh1 99.65(10) . . ? C32 P2 Rh1 123.78(10) . . ? C35 P2 Rh1 114.52(11) . . ? C15 Rh1 N1 91.24(11) . . ? C15 Rh1 O1 97.27(10) . . ? N1 Rh1 O1 171.44(8) . . ? C15 Rh1 O2 157.08(10) . . ? N1 Rh1 O2 111.55(9) . . ? O1 Rh1 O2 59.98(7) . . ? C15 Rh1 P1 91.70(9) . . ? N1 Rh1 P1 84.05(7) . . ? O1 Rh1 P1 94.76(6) . . ? O2 Rh1 P1 92.93(7) . . ? C15 Rh1 P2 92.75(9) . . ? N1 Rh1 P2 82.45(7) . . ? O1 Rh1 P2 97.97(7) . . ? O2 Rh1 P2 88.17(7) . . ? P1 Rh1 P2 165.87(3) . . ? C15 Rh1 C21 127.45(11) . . ? N1 Rh1 C21 141.30(10) . . ? O1 Rh1 C21 30.22(8) . . ? O2 Rh1 C21 29.77(8) . . ? P1 Rh1 C21 94.25(8) . . ? P2 Rh1 C21 93.67(8) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.638 _refine_diff_density_min -0.517 _refine_diff_density_rms 0.065 # Attachment '- oz217_yjz696.cif' data_ovo_017_mono_a _database_code_depnum_ccdc_archive 'CCDC 845151' #TrackingRef '- oz217_yjz696.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H50 N O2 P2 Rh' _chemical_formula_weight 729.65 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' 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 _symmetry_space_group_name_Hall '-P 2ybc' 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 11.31(2) _cell_length_b 16.45(3) _cell_length_c 20.03(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.65(2) _cell_angle_gamma 90.00 _cell_volume 3650(12) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 2928 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 20.63 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 0.589 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7326 _exptl_absorpt_correction_T_max 0.8621 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-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_reflns_number 38554 _diffrn_reflns_av_R_equivalents 0.1360 _diffrn_reflns_av_sigmaI/netI 0.1142 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8357 _reflns_number_gt 5034 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0789P)^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 8357 _refine_ls_number_parameters 420 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1007 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1602 _refine_ls_wR_factor_gt 0.1349 _refine_ls_goodness_of_fit_ref 0.920 _refine_ls_restrained_S_all 0.920 _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 C1 C 0.2256(4) 0.0760(3) 0.1764(2) 0.0224(10) Uani 1 1 d . . . C2 C 0.3401(4) 0.0407(3) 0.2005(2) 0.0254(11) Uani 1 1 d . . . C3 C 0.4431(4) 0.0742(3) 0.1833(2) 0.0267(11) Uani 1 1 d . . . H5 H 0.5191 0.0494 0.2004 0.032 Uiso 1 1 calc R . . C4 C 0.4391(4) 0.1423(3) 0.1422(2) 0.0282(11) Uani 1 1 d . . . C5 C 0.3277(4) 0.1795(3) 0.1206(2) 0.0257(11) Uani 1 1 d . . . H7 H 0.3227 0.2277 0.0941 0.031 Uiso 1 1 calc R . . C6 C 0.2233(4) 0.1476(3) 0.1371(2) 0.0231(10) Uani 1 1 d . . . H8 H 0.1485 0.1745 0.1215 0.028 Uiso 1 1 calc R . . C7 C 0.5521(4) 0.1783(3) 0.1243(3) 0.0368(13) Uani 1 1 d . . . H9A H 0.5853 0.2198 0.1580 0.055 Uiso 1 1 calc R . . H9B H 0.5320 0.2030 0.0789 0.055 Uiso 1 1 calc R . . H9C H 0.6120 0.1352 0.1244 0.055 Uiso 1 1 calc R . . C8 C 0.0126(4) 0.0408(3) 0.1523(2) 0.0218(10) Uani 1 1 d . . . C9 C -0.0876(4) 0.0152(3) 0.1796(2) 0.0221(10) Uani 1 1 d . . . C10 C -0.2028(4) 0.0098(3) 0.1382(2) 0.0235(10) Uani 1 1 d . . . H12 H -0.2684 -0.0071 0.1579 0.028 Uiso 1 1 calc R . . C11 C -0.2245(4) 0.0282(3) 0.0690(2) 0.0256(10) Uani 1 1 d . . . C12 C -0.1243(4) 0.0522(3) 0.0429(2) 0.0274(11) Uani 1 1 d . . . H14 H -0.1357 0.0645 -0.0044 0.033 Uiso 1 1 calc R . . C13 C -0.0100(4) 0.0589(3) 0.0821(2) 0.0238(10) Uani 1 1 d . . . H15 H 0.0547 0.0760 0.0616 0.029 Uiso 1 1 calc R . . C14 C -0.3474(4) 0.0177(3) 0.0233(3) 0.0350(13) Uani 1 1 d . . . H16A H -0.3428 -0.0239 -0.0111 0.052 Uiso 1 1 calc R . . H16B H -0.3732 0.0693 0.0006 0.052 Uiso 1 1 calc R . . H16C H -0.4057 0.0008 0.0507 0.052 Uiso 1 1 calc R . . C15 C 0.3696(4) -0.1369(3) 0.2140(2) 0.0288(11) Uani 1 1 d . . . H17 H 0.3563 -0.1843 0.2428 0.035 Uiso 1 1 calc R . . C17 C 0.4975(5) -0.1449(4) 0.1996(3) 0.0525(17) Uani 1 1 d . . . H18A H 0.5056 -0.1975 0.1779 0.079 Uiso 1 1 calc R . . H18B H 0.5567 -0.1414 0.2426 0.079 Uiso 1 1 calc R . . H18C H 0.5118 -0.1010 0.1692 0.079 Uiso 1 1 calc R . . C16 C 0.2772(5) -0.1433(3) 0.1470(3) 0.0422(14) Uani 1 1 d . . . H19A H 0.2916 -0.0999 0.1160 0.063 Uiso 1 1 calc R . . H19B H 0.1956 -0.1379 0.1560 0.063 Uiso 1 1 calc R . . H19C H 0.2851 -0.1963 0.1259 0.063 Uiso 1 1 calc R . . C18 C 0.4807(4) -0.0269(3) 0.3247(2) 0.0271(11) Uani 1 1 d . . . H20 H 0.5497 -0.0252 0.3004 0.033 Uiso 1 1 calc R . . C19 C 0.4759(5) 0.0550(4) 0.3600(3) 0.0422(14) Uani 1 1 d . . . H21A H 0.4119 0.0540 0.3864 0.063 Uiso 1 1 calc R . . H21B H 0.4592 0.0981 0.3256 0.063 Uiso 1 1 calc R . . H21C H 0.5537 0.0655 0.3905 0.063 Uiso 1 1 calc R . . C20 C 0.5034(5) -0.0970(4) 0.3756(3) 0.0459(15) Uani 1 1 d . . . H22A H 0.5798 -0.0880 0.4078 0.069 Uiso 1 1 calc R . . H22B H 0.5077 -0.1482 0.3511 0.069 Uiso 1 1 calc R . . H22C H 0.4373 -0.0999 0.4005 0.069 Uiso 1 1 calc R . . C21 C -0.0969(4) 0.0841(3) 0.3122(2) 0.0260(11) Uani 1 1 d . . . H23 H -0.0647 0.0784 0.3622 0.031 Uiso 1 1 calc R . . C22 C -0.0386(4) 0.1601(3) 0.2876(3) 0.0301(11) Uani 1 1 d . . . H24A H -0.0713 0.1686 0.2390 0.045 Uiso 1 1 calc R . . H24B H 0.0490 0.1524 0.2949 0.045 Uiso 1 1 calc R . . H24C H -0.0563 0.2077 0.3134 0.045 Uiso 1 1 calc R . . C23 C -0.2333(4) 0.0966(3) 0.3017(3) 0.0358(13) Uani 1 1 d . . . H25A H -0.2501 0.1442 0.3277 0.054 Uiso 1 1 calc R . . H25B H -0.2704 0.0484 0.3174 0.054 Uiso 1 1 calc R . . H25C H -0.2667 0.1053 0.2531 0.054 Uiso 1 1 calc R . . C24 C -0.1585(4) -0.0887(3) 0.2846(2) 0.0249(10) Uani 1 1 d . . . H26 H -0.2426 -0.0699 0.2655 0.030 Uiso 1 1 calc R . . C25 C -0.1363(5) -0.1671(3) 0.2490(3) 0.0353(12) Uani 1 1 d . . . H27A H -0.0555 -0.1877 0.2688 0.053 Uiso 1 1 calc R . . H27B H -0.1420 -0.1566 0.2003 0.053 Uiso 1 1 calc R . . H27C H -0.1969 -0.2075 0.2550 0.053 Uiso 1 1 calc R . . C26 C -0.1465(5) -0.1034(3) 0.3611(2) 0.0363(13) Uani 1 1 d . . . H28A H -0.2063 -0.1438 0.3684 0.055 Uiso 1 1 calc R . . H28B H -0.1603 -0.0524 0.3836 0.055 Uiso 1 1 calc R . . H28C H -0.0652 -0.1236 0.3803 0.055 Uiso 1 1 calc R . . C27 C 0.1808(4) -0.0986(3) 0.3702(2) 0.0231(10) Uani 1 1 d . . . C28 C 0.2041(4) -0.0533(3) 0.4309(2) 0.0232(10) Uani 1 1 d . . . C29 C 0.2284(4) -0.0880(3) 0.4963(2) 0.0316(12) Uani 1 1 d . . . H31 H 0.2413 -0.0550 0.5360 0.038 Uiso 1 1 calc R . . C30 C 0.2330(5) -0.1716(3) 0.5010(3) 0.0381(13) Uani 1 1 d . . . H32 H 0.2529 -0.1970 0.5445 0.046 Uiso 1 1 calc R . . C31 C 0.2085(4) -0.2187(3) 0.4423(3) 0.0342(12) Uani 1 1 d . . . H33 H 0.2091 -0.2762 0.4461 0.041 Uiso 1 1 calc R . . C32 C 0.1833(4) -0.1836(3) 0.3787(3) 0.0263(11) Uani 1 1 d . . . H34 H 0.1671 -0.2175 0.3395 0.032 Uiso 1 1 calc R . . C33 C 0.2023(4) 0.0352(3) 0.4215(2) 0.0251(11) Uani 1 1 d . . . C34 C 0.1886(5) 0.1655(3) 0.4667(2) 0.0338(12) Uani 1 1 d . . . C39 C 0.2751(5) 0.2164(3) 0.4498(3) 0.0404(14) Uani 1 1 d . . . H37 H 0.3519 0.1963 0.4453 0.048 Uiso 1 1 calc R . . C38 C 0.2452(6) 0.2987(4) 0.4394(3) 0.0471(15) Uani 1 1 d . . . H38 H 0.3024 0.3353 0.4273 0.057 Uiso 1 1 calc R . . C37 C 0.1335(6) 0.3271(4) 0.4464(3) 0.0475(16) Uani 1 1 d . . . H39 H 0.1137 0.3828 0.4385 0.057 Uiso 1 1 calc R . . C36 C 0.0505(5) 0.2744(3) 0.4651(3) 0.0401(13) Uani 1 1 d . . . H40 H -0.0256 0.2943 0.4710 0.048 Uiso 1 1 calc R . . C35 C 0.0783(5) 0.1925(3) 0.4752(2) 0.0337(12) Uani 1 1 d . . . H41 H 0.0217 0.1558 0.4878 0.040 Uiso 1 1 calc R . . N1 N 0.1242(3) 0.0423(2) 0.19509(19) 0.0229(9) Uani 1 1 d . . . O1 O 0.1881(3) 0.06690(19) 0.36438(15) 0.0237(7) Uani 1 1 d . . . O2 O 0.2135(3) 0.0811(2) 0.47795(16) 0.0318(8) Uani 1 1 d . . . P1 P 0.34080(10) -0.04322(7) 0.25991(6) 0.0224(3) Uani 1 1 d . . . P2 P -0.05231(10) -0.00880(7) 0.26947(6) 0.0221(3) Uani 1 1 d . . . Rh1 Rh 0.15106(3) -0.03174(2) 0.284017(17) 0.02078(12) Uani 1 1 d . . . H1 H 0.116(5) -0.100(3) 0.238(3) 0.058(17) Uiso 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 C1 0.023(2) 0.022(3) 0.021(2) -0.0007(19) 0.0024(18) -0.0044(19) C2 0.022(2) 0.027(3) 0.029(3) 0.002(2) 0.008(2) 0.000(2) C3 0.026(2) 0.024(3) 0.032(3) -0.002(2) 0.010(2) 0.001(2) C4 0.026(3) 0.029(3) 0.031(3) -0.003(2) 0.009(2) -0.005(2) C5 0.031(3) 0.019(2) 0.028(3) 0.001(2) 0.008(2) -0.004(2) C6 0.021(2) 0.023(3) 0.025(2) 0.006(2) 0.0024(19) 0.004(2) C7 0.029(3) 0.030(3) 0.054(4) 0.008(3) 0.015(2) 0.001(2) C8 0.022(2) 0.018(2) 0.026(3) 0.0000(19) 0.0073(19) 0.0053(19) C9 0.022(2) 0.022(3) 0.023(2) -0.0008(19) 0.0058(19) -0.0008(19) C10 0.019(2) 0.023(3) 0.028(3) -0.001(2) 0.0036(19) 0.0008(19) C11 0.023(2) 0.028(3) 0.024(3) -0.002(2) -0.0006(19) 0.000(2) C12 0.031(3) 0.027(3) 0.023(3) 0.000(2) 0.000(2) 0.003(2) C13 0.024(2) 0.025(3) 0.023(2) -0.001(2) 0.0055(19) -0.003(2) C14 0.027(3) 0.043(3) 0.033(3) 0.000(2) 0.000(2) 0.000(2) C15 0.026(3) 0.027(3) 0.034(3) -0.002(2) 0.006(2) -0.001(2) C17 0.037(3) 0.044(4) 0.081(5) -0.023(3) 0.023(3) 0.001(3) C16 0.043(3) 0.045(4) 0.040(3) -0.017(3) 0.012(3) -0.006(3) C18 0.016(2) 0.032(3) 0.032(3) 0.002(2) 0.0008(19) -0.002(2) C19 0.030(3) 0.056(4) 0.039(3) -0.014(3) 0.002(2) -0.002(3) C20 0.029(3) 0.065(4) 0.042(3) 0.021(3) 0.001(2) 0.001(3) C21 0.024(2) 0.034(3) 0.021(2) -0.001(2) 0.0060(19) 0.001(2) C22 0.028(3) 0.028(3) 0.034(3) -0.004(2) 0.004(2) 0.003(2) C23 0.028(3) 0.034(3) 0.047(3) -0.011(3) 0.010(2) 0.002(2) C24 0.023(2) 0.026(3) 0.027(3) 0.004(2) 0.0071(19) -0.004(2) C25 0.037(3) 0.034(3) 0.036(3) -0.004(2) 0.009(2) -0.006(2) C26 0.035(3) 0.046(3) 0.032(3) 0.006(3) 0.015(2) -0.007(3) C27 0.018(2) 0.030(3) 0.021(2) 0.002(2) 0.0034(18) -0.001(2) C28 0.026(2) 0.023(3) 0.021(2) 0.0036(19) 0.0064(19) 0.002(2) C29 0.038(3) 0.032(3) 0.025(3) 0.004(2) 0.009(2) 0.005(2) C30 0.054(4) 0.032(3) 0.029(3) 0.008(2) 0.009(3) 0.000(3) C31 0.037(3) 0.025(3) 0.041(3) 0.011(2) 0.010(2) -0.002(2) C32 0.026(2) 0.020(3) 0.035(3) -0.003(2) 0.011(2) -0.004(2) C33 0.024(2) 0.027(3) 0.023(3) -0.004(2) 0.0032(19) 0.003(2) C34 0.052(3) 0.027(3) 0.020(3) -0.002(2) 0.001(2) 0.000(3) C39 0.056(4) 0.036(3) 0.031(3) -0.006(2) 0.013(3) -0.003(3) C38 0.067(4) 0.035(3) 0.044(4) -0.007(3) 0.021(3) -0.013(3) C37 0.085(5) 0.030(3) 0.027(3) -0.001(2) 0.010(3) 0.002(3) C36 0.053(4) 0.036(3) 0.032(3) -0.005(2) 0.010(3) 0.001(3) C35 0.046(3) 0.033(3) 0.022(3) -0.001(2) 0.006(2) -0.007(3) N1 0.0145(18) 0.032(2) 0.021(2) 0.0047(17) 0.0006(15) 0.0018(16) O1 0.0255(17) 0.0241(18) 0.0204(17) -0.0015(14) 0.0020(13) 0.0000(14) O2 0.048(2) 0.0251(19) 0.0211(18) 0.0019(15) 0.0045(15) 0.0072(16) P1 0.0182(6) 0.0240(7) 0.0246(7) 0.0015(5) 0.0031(5) -0.0003(5) P2 0.0211(6) 0.0240(7) 0.0215(6) -0.0002(5) 0.0046(5) -0.0025(5) Rh1 0.01953(19) 0.0232(2) 0.0194(2) 0.00086(16) 0.00346(14) -0.00048(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 C1 N1 1.392(6) . ? C1 C2 1.413(6) . ? C1 C6 1.413(6) . ? C2 C3 1.393(6) . ? C2 P1 1.822(5) . ? C3 C4 1.384(7) . ? C3 H5 0.9500 . ? C4 C5 1.389(7) . ? C4 C7 1.516(7) . ? C5 C6 1.392(6) . ? C5 H7 0.9500 . ? C6 H8 0.9500 . ? C7 H9A 0.9800 . ? C7 H9B 0.9800 . ? C7 H9C 0.9800 . ? C8 N1 1.375(6) . ? C8 C13 1.409(7) . ? C8 C9 1.419(6) . ? C9 C10 1.399(6) . ? C9 P2 1.806(6) . ? C10 C11 1.391(7) . ? C10 H12 0.9500 . ? C11 C12 1.398(7) . ? C11 C14 1.512(6) . ? C12 C13 1.375(6) . ? C12 H14 0.9500 . ? C13 H15 0.9500 . ? C14 H16A 0.9800 . ? C14 H16B 0.9800 . ? C14 H16C 0.9800 . ? C15 C16 1.529(7) . ? C15 C17 1.537(7) . ? C15 P1 1.858(6) . ? C15 H17 1.0000 . ? C17 H18A 0.9800 . ? C17 H18B 0.9800 . ? C17 H18C 0.9800 . ? C16 H19A 0.9800 . ? C16 H19B 0.9800 . ? C16 H19C 0.9800 . ? C18 C20 1.525(7) . ? C18 C19 1.527(7) . ? C18 P1 1.852(5) . ? C18 H20 1.0000 . ? C19 H21A 0.9800 . ? C19 H21B 0.9800 . ? C19 H21C 0.9800 . ? C20 H22A 0.9800 . ? C20 H22B 0.9800 . ? C20 H22C 0.9800 . ? C21 C23 1.528(7) . ? C21 C22 1.539(7) . ? C21 P2 1.870(5) . ? C21 H23 1.0000 . ? C22 H24A 0.9800 . ? C22 H24B 0.9800 . ? C22 H24C 0.9800 . ? C23 H25A 0.9800 . ? C23 H25B 0.9800 . ? C23 H25C 0.9800 . ? C24 C25 1.519(7) . ? C24 C26 1.531(7) . ? C24 P2 1.846(5) . ? C24 H26 1.0000 . ? C25 H27A 0.9800 . ? C25 H27B 0.9800 . ? C25 H27C 0.9800 . ? C26 H28A 0.9800 . ? C26 H28B 0.9800 . ? C26 H28C 0.9800 . ? C27 C28 1.405(7) . ? C27 C32 1.409(7) . ? C27 Rh1 2.017(5) . ? C28 C29 1.404(7) . ? C28 C33 1.468(7) . ? C29 C30 1.378(7) . ? C29 H31 0.9500 . ? C30 C31 1.390(7) . ? C30 H32 0.9500 . ? C31 C32 1.375(7) . ? C31 H33 0.9500 . ? C32 H34 0.9500 . ? C33 O1 1.237(6) . ? C33 O2 1.344(6) . ? C34 C35 1.366(7) . ? C34 C39 1.380(7) . ? C34 O2 1.426(6) . ? C39 C38 1.401(8) . ? C39 H37 0.9500 . ? C38 C37 1.381(8) . ? C38 H38 0.9500 . ? C37 C36 1.384(8) . ? C37 H39 0.9500 . ? C36 C35 1.390(8) . ? C36 H40 0.9500 . ? C35 H41 0.9500 . ? N1 Rh1 2.128(5) . ? O1 Rh1 2.264(4) . ? P1 Rh1 2.301(4) . ? P2 Rh1 2.291(4) . ? Rh1 H1 1.46(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 N1 C1 C2 119.5(4) . . ? N1 C1 C6 123.9(4) . . ? C2 C1 C6 116.5(4) . . ? C3 C2 C1 120.5(4) . . ? C3 C2 P1 124.6(4) . . ? C1 C2 P1 114.7(3) . . ? C4 C3 C2 122.5(4) . . ? C4 C3 H5 118.7 . . ? C2 C3 H5 118.7 . . ? C3 C4 C5 117.5(4) . . ? C3 C4 C7 121.9(4) . . ? C5 C4 C7 120.6(5) . . ? C4 C5 C6 121.3(4) . . ? C4 C5 H7 119.4 . . ? C6 C5 H7 119.4 . . ? C5 C6 C1 121.7(4) . . ? C5 C6 H8 119.2 . . ? C1 C6 H8 119.2 . . ? C4 C7 H9A 109.5 . . ? C4 C7 H9B 109.5 . . ? H9A C7 H9B 109.5 . . ? C4 C7 H9C 109.5 . . ? H9A C7 H9C 109.5 . . ? H9B C7 H9C 109.5 . . ? N1 C8 C13 125.2(4) . . ? N1 C8 C9 118.0(4) . . ? C13 C8 C9 116.8(4) . . ? C10 C9 C8 120.7(4) . . ? C10 C9 P2 124.7(4) . . ? C8 C9 P2 114.6(3) . . ? C11 C10 C9 122.2(4) . . ? C11 C10 H12 118.9 . . ? C9 C10 H12 118.9 . . ? C10 C11 C12 116.2(4) . . ? C10 C11 C14 122.3(4) . . ? C12 C11 C14 121.4(4) . . ? C13 C12 C11 123.3(5) . . ? C13 C12 H14 118.4 . . ? C11 C12 H14 118.4 . . ? C12 C13 C8 120.9(4) . . ? C12 C13 H15 119.6 . . ? C8 C13 H15 119.6 . . ? C11 C14 H16A 109.5 . . ? C11 C14 H16B 109.5 . . ? H16A C14 H16B 109.5 . . ? C11 C14 H16C 109.5 . . ? H16A C14 H16C 109.5 . . ? H16B C14 H16C 109.5 . . ? C16 C15 C17 109.4(4) . . ? C16 C15 P1 109.6(4) . . ? C17 C15 P1 115.4(3) . . ? C16 C15 H17 107.4 . . ? C17 C15 H17 107.4 . . ? P1 C15 H17 107.4 . . ? C15 C17 H18A 109.5 . . ? C15 C17 H18B 109.5 . . ? H18A C17 H18B 109.5 . . ? C15 C17 H18C 109.5 . . ? H18A C17 H18C 109.5 . . ? H18B C17 H18C 109.5 . . ? C15 C16 H19A 109.5 . . ? C15 C16 H19B 109.5 . . ? H19A C16 H19B 109.5 . . ? C15 C16 H19C 109.5 . . ? H19A C16 H19C 109.5 . . ? H19B C16 H19C 109.5 . . ? C20 C18 C19 112.0(5) . . ? C20 C18 P1 111.3(3) . . ? C19 C18 P1 110.3(3) . . ? C20 C18 H20 107.7 . . ? C19 C18 H20 107.7 . . ? P1 C18 H20 107.7 . . ? C18 C19 H21A 109.5 . . ? C18 C19 H21B 109.5 . . ? H21A C19 H21B 109.5 . . ? C18 C19 H21C 109.5 . . ? H21A C19 H21C 109.5 . . ? H21B C19 H21C 109.5 . . ? C18 C20 H22A 109.5 . . ? C18 C20 H22B 109.5 . . ? H22A C20 H22B 109.5 . . ? C18 C20 H22C 109.5 . . ? H22A C20 H22C 109.5 . . ? H22B C20 H22C 109.5 . . ? C23 C21 C22 109.4(4) . . ? C23 C21 P2 113.9(3) . . ? C22 C21 P2 110.2(3) . . ? C23 C21 H23 107.7 . . ? C22 C21 H23 107.7 . . ? P2 C21 H23 107.7 . . ? C21 C22 H24A 109.5 . . ? C21 C22 H24B 109.5 . . ? H24A C22 H24B 109.5 . . ? C21 C22 H24C 109.5 . . ? H24A C22 H24C 109.5 . . ? H24B C22 H24C 109.5 . . ? C21 C23 H25A 109.5 . . ? C21 C23 H25B 109.5 . . ? H25A C23 H25B 109.5 . . ? C21 C23 H25C 109.5 . . ? H25A C23 H25C 109.5 . . ? H25B C23 H25C 109.5 . . ? C25 C24 C26 110.2(4) . . ? C25 C24 P2 110.7(3) . . ? C26 C24 P2 110.4(3) . . ? C25 C24 H26 108.5 . . ? C26 C24 H26 108.5 . . ? P2 C24 H26 108.5 . . ? C24 C25 H27A 109.5 . . ? C24 C25 H27B 109.5 . . ? H27A C25 H27B 109.5 . . ? C24 C25 H27C 109.5 . . ? H27A C25 H27C 109.5 . . ? H27B C25 H27C 109.5 . . ? C24 C26 H28A 109.5 . . ? C24 C26 H28B 109.5 . . ? H28A C26 H28B 109.5 . . ? C24 C26 H28C 109.5 . . ? H28A C26 H28C 109.5 . . ? H28B C26 H28C 109.5 . . ? C28 C27 C32 115.3(4) . . ? C28 C27 Rh1 114.9(4) . . ? C32 C27 Rh1 129.8(4) . . ? C29 C28 C27 123.9(5) . . ? C29 C28 C33 121.3(4) . . ? C27 C28 C33 114.8(4) . . ? C30 C29 C28 117.9(5) . . ? C30 C29 H31 121.0 . . ? C28 C29 H31 121.0 . . ? C29 C30 C31 119.9(5) . . ? C29 C30 H32 120.0 . . ? C31 C30 H32 120.0 . . ? C32 C31 C30 121.3(5) . . ? C32 C31 H33 119.3 . . ? C30 C31 H33 119.3 . . ? C31 C32 C27 121.6(5) . . ? C31 C32 H34 119.2 . . ? C27 C32 H34 119.2 . . ? O1 C33 O2 120.9(4) . . ? O1 C33 C28 122.2(4) . . ? O2 C33 C28 116.9(4) . . ? C35 C34 C39 123.0(5) . . ? C35 C34 O2 116.9(5) . . ? C39 C34 O2 120.1(5) . . ? C34 C39 C38 117.4(5) . . ? C34 C39 H37 121.3 . . ? C38 C39 H37 121.3 . . ? C37 C38 C39 120.6(6) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C38 C37 C36 120.1(6) . . ? C38 C37 H39 120.0 . . ? C36 C37 H39 120.0 . . ? C37 C36 C35 120.0(6) . . ? C37 C36 H40 120.0 . . ? C35 C36 H40 120.0 . . ? C34 C35 C36 118.8(5) . . ? C34 C35 H41 120.6 . . ? C36 C35 H41 120.6 . . ? C8 N1 C1 122.8(4) . . ? C8 N1 Rh1 118.0(3) . . ? C1 N1 Rh1 117.9(3) . . ? C33 O1 Rh1 109.0(3) . . ? C33 O2 C34 115.6(4) . . ? C2 P1 C18 103.8(2) . . ? C2 P1 C15 106.5(3) . . ? C18 P1 C15 104.9(2) . . ? C2 P1 Rh1 101.19(15) . . ? C18 P1 Rh1 122.8(2) . . ? C15 P1 Rh1 115.86(15) . . ? C9 P2 C24 107.4(2) . . ? C9 P2 C21 104.5(2) . . ? C24 P2 C21 105.2(2) . . ? C9 P2 Rh1 100.21(15) . . ? C24 P2 Rh1 122.12(18) . . ? C21 P2 Rh1 115.67(15) . . ? C27 Rh1 N1 177.78(17) . . ? C27 Rh1 O1 78.9(2) . . ? N1 Rh1 O1 99.2(2) . . ? C27 Rh1 P2 100.85(13) . . ? N1 Rh1 P2 80.18(10) . . ? O1 Rh1 P2 90.52(9) . . ? C27 Rh1 P1 97.68(14) . . ? N1 Rh1 P1 81.53(12) . . ? O1 Rh1 P1 99.30(10) . . ? P2 Rh1 P1 160.40(7) . . ? C27 Rh1 H1 95(2) . . ? N1 Rh1 H1 87(2) . . ? O1 Rh1 H1 172(2) . . ? P2 Rh1 H1 85(2) . . ? P1 Rh1 H1 87(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.020 _refine_diff_density_min -1.602 _refine_diff_density_rms 0.160 # Attachment '- oz225_das079.cif' data_oz225_das079 _database_code_depnum_ccdc_archive 'CCDC 845152' #TrackingRef '- oz225_das079.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common PNPRh(C6H4F)(H) _chemical_melting_point ? _chemical_formula_moiety 'C32 H45 F N P2 Rh' _chemical_formula_sum 'C32 H45 F N P2 Rh' _chemical_formula_weight 627.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.308(14) _cell_length_b 10.032(9) _cell_length_c 19.376(18) _cell_angle_alpha 90.00 _cell_angle_beta 94.901(12) _cell_angle_gamma 90.00 _cell_volume 2965(5) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 3909 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 23.18 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.406 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.712 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6462 _exptl_absorpt_correction_T_max 0.8621 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-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_reflns_number 32901 _diffrn_reflns_av_R_equivalents 0.1177 _diffrn_reflns_av_sigmaI/netI 0.1114 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 27.88 _reflns_number_total 7025 _reflns_number_gt 4907 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+1.6834P] 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 7025 _refine_ls_number_parameters 357 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0884 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1322 _refine_ls_wR_factor_gt 0.1163 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 C1 C 0.3040(3) 0.2898(4) 0.3181(2) 0.0258(9) Uani 1 1 d . . . C2 C 0.3403(3) 0.1608(4) 0.3282(2) 0.0266(9) Uani 1 1 d . . . C3 C 0.4000(3) 0.1367(4) 0.3850(2) 0.0291(9) Uani 1 1 d . . . H3 H 0.4228 0.0491 0.3915 0.035 Uiso 1 1 calc R . . C4 C 0.4278(3) 0.2334(4) 0.4322(2) 0.0305(9) Uani 1 1 d . . . C5 C 0.3953(3) 0.3613(4) 0.4189(2) 0.0306(10) Uani 1 1 d . . . H5 H 0.4155 0.4320 0.4487 0.037 Uiso 1 1 calc R . . C6 C 0.3354(3) 0.3887(4) 0.3643(2) 0.0306(10) Uani 1 1 d . . . H6 H 0.3147 0.4774 0.3577 0.037 Uiso 1 1 calc R . . C7 C 0.4921(3) 0.2078(5) 0.4930(2) 0.0413(12) Uani 1 1 d . . . H7A H 0.4634 0.2200 0.5359 0.062 Uiso 1 1 calc R . . H7B H 0.5413 0.2703 0.4923 0.062 Uiso 1 1 calc R . . H7C H 0.5141 0.1162 0.4909 0.062 Uiso 1 1 calc R . . C8 C 0.1917(3) 0.4238(4) 0.2548(2) 0.0268(9) Uani 1 1 d . . . C9 C 0.1645(3) 0.4691(4) 0.1880(2) 0.0286(9) Uani 1 1 d . . . C10 C 0.1063(3) 0.5752(4) 0.1785(2) 0.0322(10) Uani 1 1 d . . . H10 H 0.0901 0.6060 0.1329 0.039 Uiso 1 1 calc R . . C11 C 0.0716(3) 0.6367(4) 0.2332(3) 0.0341(10) Uani 1 1 d . . . C12 C 0.0979(3) 0.5898(4) 0.2988(2) 0.0318(10) Uani 1 1 d . . . H12 H 0.0745 0.6301 0.3376 0.038 Uiso 1 1 calc R . . C13 C 0.1565(3) 0.4872(4) 0.3099(2) 0.0302(9) Uani 1 1 d . . . H13 H 0.1733 0.4590 0.3559 0.036 Uiso 1 1 calc R . . C14 C 0.0049(3) 0.7467(4) 0.2220(3) 0.0445(12) Uani 1 1 d . . . H14A H 0.0349 0.8331 0.2232 0.067 Uiso 1 1 calc R . . H14B H -0.0354 0.7436 0.2586 0.067 Uiso 1 1 calc R . . H14C H -0.0282 0.7350 0.1768 0.067 Uiso 1 1 calc R . . C15 C 0.2954(3) 0.4614(4) 0.0881(2) 0.0355(10) Uani 1 1 d . . . H15 H 0.3195 0.4068 0.0510 0.043 Uiso 1 1 calc R . . C16 C 0.3678(3) 0.4775(5) 0.1466(3) 0.0468(13) Uani 1 1 d . . . H16A H 0.4170 0.5263 0.1295 0.070 Uiso 1 1 calc R . . H16B H 0.3877 0.3893 0.1631 0.070 Uiso 1 1 calc R . . H16C H 0.3451 0.5271 0.1848 0.070 Uiso 1 1 calc R . . C17 C 0.2706(3) 0.5979(5) 0.0572(3) 0.0510(14) Uani 1 1 d . . . H17A H 0.2428 0.6515 0.0915 0.077 Uiso 1 1 calc R . . H17B H 0.2297 0.5863 0.0159 0.077 Uiso 1 1 calc R . . H17C H 0.3236 0.6433 0.0444 0.077 Uiso 1 1 calc R . . C18 C 0.1177(3) 0.3809(4) 0.0461(2) 0.0337(10) Uani 1 1 d . . . H18 H 0.1095 0.4771 0.0336 0.040 Uiso 1 1 calc R . . C19 C 0.1457(4) 0.3075(5) -0.0172(2) 0.0455(12) Uani 1 1 d . . . H19A H 0.1505 0.2119 -0.0072 0.068 Uiso 1 1 calc R . . H19B H 0.2026 0.3415 -0.0289 0.068 Uiso 1 1 calc R . . H19C H 0.1019 0.3218 -0.0565 0.068 Uiso 1 1 calc R . . C20 C 0.0313(3) 0.3280(5) 0.0668(3) 0.0421(12) Uani 1 1 d . . . H20A H -0.0144 0.3426 0.0289 0.063 Uiso 1 1 calc R . . H20B H 0.0154 0.3747 0.1083 0.063 Uiso 1 1 calc R . . H20C H 0.0367 0.2323 0.0765 0.063 Uiso 1 1 calc R . . C21 C 0.2476(3) -0.0901(4) 0.2947(2) 0.0336(10) Uani 1 1 d . . . H21 H 0.2292 -0.1517 0.2555 0.040 Uiso 1 1 calc R . . C22 C 0.2962(4) -0.1739(5) 0.3512(3) 0.0530(14) Uani 1 1 d . . . H22A H 0.3096 -0.1190 0.3926 0.080 Uiso 1 1 calc R . . H22B H 0.3509 -0.2073 0.3348 0.080 Uiso 1 1 calc R . . H22C H 0.2594 -0.2493 0.3626 0.080 Uiso 1 1 calc R . . C23 C 0.4151(3) -0.0340(4) 0.2400(2) 0.0324(10) Uani 1 1 d . . . H23 H 0.4454 -0.0672 0.2844 0.039 Uiso 1 1 calc R . . C24 C 0.3993(3) -0.1518(5) 0.1913(3) 0.0452(12) Uani 1 1 d . . . H24A H 0.3649 -0.1227 0.1490 0.068 Uiso 1 1 calc R . . H24B H 0.3672 -0.2213 0.2140 0.068 Uiso 1 1 calc R . . H24C H 0.4557 -0.1873 0.1793 0.068 Uiso 1 1 calc R . . C31 C 0.1652(3) -0.0308(5) 0.3193(3) 0.0458(13) Uani 1 1 d . . . H31A H 0.1295 -0.1017 0.3373 0.069 Uiso 1 1 calc R . . H31B H 0.1317 0.0136 0.2804 0.069 Uiso 1 1 calc R . . H31C H 0.1808 0.0343 0.3560 0.069 Uiso 1 1 calc R . . C32 C 0.4742(3) 0.0678(5) 0.2093(3) 0.0445(12) Uani 1 1 d . . . H32A H 0.5338 0.0318 0.2100 0.067 Uiso 1 1 calc R . . H32B H 0.4751 0.1499 0.2368 0.067 Uiso 1 1 calc R . . H32C H 0.4520 0.0873 0.1615 0.067 Uiso 1 1 calc R . . C33 C 0.2156(3) 0.0456(4) 0.1024(2) 0.0312(10) Uani 1 1 d . . . C34 C 0.1335(3) -0.0102(4) 0.0986(3) 0.0404(11) Uani 1 1 d . . . H1A H 0.0841 0.0261 0.1452 0.048 Uiso 0.50 1 d PR . . C35 C 0.2659(3) 0.0066(5) 0.0506(2) 0.0387(11) Uani 1 1 d . . . H1B H 0.3435 0.0485 0.0544 0.046 Uiso 0.50 1 d PR . . C37 C 0.1554(4) -0.1287(5) -0.0043(3) 0.0443(12) Uani 1 1 d . . . H37 H 0.1349 -0.1869 -0.0409 0.053 Uiso 1 1 calc R . . C38 C 0.2376(4) -0.0782(5) -0.0015(2) 0.0450(12) Uani 1 1 d . . . H38 H 0.2756 -0.1020 -0.0357 0.054 Uiso 1 1 calc R . . C39 C 0.1016(3) -0.0945(5) 0.0465(3) 0.0451(12) Uani 1 1 d . . . H39 H 0.0436 -0.1285 0.0454 0.054 Uiso 1 1 calc R . . F1A F 0.0839(3) 0.0264(5) 0.1453(3) 0.0394(13) Uani 0.50 1 d P . . F1B F 0.3436(5) 0.0487(7) 0.0543(3) 0.0700(19) Uani 0.50 1 d P . . H1 H 0.326(4) 0.196(5) 0.145(3) 0.083(19) Uiso 1 1 d . . . N1 N 0.2454(2) 0.3111(3) 0.26104(18) 0.0275(8) Uani 1 1 d . . . P1 P 0.31152(7) 0.04375(10) 0.25909(6) 0.0259(2) Uani 1 1 d . . . P2 P 0.20248(7) 0.37019(11) 0.11853(6) 0.0267(2) Uani 1 1 d . . . Rh1 Rh 0.24256(2) 0.18095(3) 0.178758(17) 0.02511(11) 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 C1 0.028(2) 0.022(2) 0.027(2) -0.0020(16) 0.0020(18) 0.0011(16) C2 0.027(2) 0.024(2) 0.029(2) -0.0029(17) 0.0014(18) -0.0028(16) C3 0.028(2) 0.025(2) 0.034(3) 0.0013(18) -0.0008(19) 0.0016(17) C4 0.029(2) 0.036(2) 0.026(2) -0.0005(19) 0.0005(18) -0.0033(19) C5 0.028(2) 0.031(2) 0.033(3) -0.0099(19) 0.0001(19) -0.0035(18) C6 0.037(2) 0.019(2) 0.037(3) -0.0081(18) 0.005(2) 0.0031(17) C7 0.041(3) 0.051(3) 0.030(3) -0.005(2) -0.010(2) 0.003(2) C8 0.028(2) 0.0177(19) 0.034(2) -0.0037(17) -0.0003(18) -0.0022(16) C9 0.027(2) 0.024(2) 0.035(3) -0.0008(18) 0.0018(19) -0.0019(17) C10 0.031(2) 0.023(2) 0.041(3) 0.0017(19) -0.005(2) 0.0025(17) C11 0.029(2) 0.020(2) 0.052(3) -0.007(2) -0.004(2) -0.0016(17) C12 0.031(2) 0.026(2) 0.038(3) -0.0088(19) 0.001(2) 0.0015(18) C13 0.030(2) 0.026(2) 0.033(2) -0.0007(18) -0.0027(19) -0.0016(18) C14 0.046(3) 0.031(3) 0.055(3) -0.005(2) -0.006(2) 0.012(2) C15 0.040(3) 0.030(2) 0.037(3) 0.004(2) 0.004(2) -0.0025(19) C16 0.036(3) 0.041(3) 0.062(4) 0.005(2) 0.001(2) -0.015(2) C17 0.053(3) 0.039(3) 0.062(4) 0.020(3) 0.007(3) -0.005(2) C18 0.039(3) 0.028(2) 0.033(3) 0.0073(19) -0.005(2) 0.0007(19) C19 0.058(3) 0.046(3) 0.030(3) 0.003(2) -0.007(2) -0.003(2) C20 0.040(3) 0.042(3) 0.043(3) -0.002(2) -0.006(2) -0.002(2) C21 0.043(3) 0.024(2) 0.033(2) -0.0021(18) 0.000(2) -0.0052(19) C22 0.068(4) 0.041(3) 0.048(3) 0.019(2) -0.007(3) -0.011(3) C23 0.037(2) 0.030(2) 0.030(2) -0.0014(18) -0.0002(19) 0.0105(19) C24 0.048(3) 0.035(3) 0.052(3) -0.010(2) 0.000(2) 0.011(2) C31 0.042(3) 0.045(3) 0.051(3) -0.008(2) 0.011(2) -0.014(2) C32 0.036(3) 0.048(3) 0.050(3) -0.004(2) 0.007(2) 0.000(2) C33 0.044(3) 0.021(2) 0.027(2) 0.0017(17) -0.008(2) 0.0011(19) C34 0.046(3) 0.029(2) 0.045(3) -0.002(2) -0.005(2) 0.000(2) C35 0.039(3) 0.037(3) 0.038(3) -0.001(2) -0.005(2) -0.001(2) C37 0.063(4) 0.032(2) 0.035(3) -0.005(2) -0.010(3) -0.003(2) C38 0.066(4) 0.037(3) 0.032(3) -0.003(2) 0.003(2) -0.004(2) C39 0.042(3) 0.038(3) 0.053(3) -0.006(2) -0.011(2) -0.004(2) F1A 0.029(3) 0.038(3) 0.052(3) -0.012(3) 0.008(2) -0.006(2) F1B 0.074(5) 0.087(5) 0.052(4) -0.014(4) 0.018(4) -0.021(4) N1 0.0328(19) 0.0234(17) 0.0263(19) 0.0001(14) 0.0017(15) 0.0032(15) P1 0.0305(6) 0.0192(5) 0.0275(6) -0.0008(4) -0.0002(5) 0.0014(4) P2 0.0278(6) 0.0220(5) 0.0295(6) 0.0017(4) -0.0013(5) 0.0007(4) Rh1 0.02929(19) 0.01889(16) 0.02658(19) -0.00179(13) -0.00096(13) 0.00063(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 C1 N1 1.380(5) . ? C1 C6 1.394(5) . ? C1 C2 1.415(5) . ? C2 C3 1.391(6) . ? C2 P1 1.806(4) . ? C3 C4 1.375(6) . ? C4 C5 1.392(6) . ? C4 C7 1.494(6) . ? C5 C6 1.367(6) . ? C8 C13 1.389(6) . ? C8 N1 1.397(5) . ? C8 C9 1.402(6) . ? C9 C10 1.390(6) . ? C9 P2 1.807(4) . ? C10 C11 1.372(6) . ? C11 C12 1.382(6) . ? C11 C14 1.507(6) . ? C12 C13 1.370(6) . ? C15 C16 1.525(6) . ? C15 C17 1.529(6) . ? C15 P2 1.830(5) . ? C18 C20 1.511(6) . ? C18 C19 1.524(6) . ? C18 P2 1.831(4) . ? C21 C31 1.509(6) . ? C21 C22 1.524(6) . ? C21 P1 1.830(4) . ? C23 C32 1.518(6) . ? C23 C24 1.519(6) . ? C23 P1 1.833(4) . ? C33 C34 1.372(6) . ? C33 C35 1.374(6) . ? C33 Rh1 2.024(4) . ? C34 F1A 1.283(7) . ? C34 C39 1.375(6) . ? C35 F1B 1.258(8) . ? C35 C38 1.361(6) . ? C37 C38 1.354(7) . ? C37 C39 1.379(7) . ? N1 Rh1 2.059(4) . ? P1 Rh1 2.2695(17) . ? P2 Rh1 2.2847(19) . ? 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 C1 C6 124.7(4) . . ? N1 C1 C2 118.2(3) . . ? C6 C1 C2 116.9(4) . . ? C3 C2 C1 119.4(4) . . ? C3 C2 P1 125.2(3) . . ? C1 C2 P1 115.1(3) . . ? C4 C3 C2 123.3(4) . . ? C3 C4 C5 116.3(4) . . ? C3 C4 C7 123.3(4) . . ? C5 C4 C7 120.4(4) . . ? C6 C5 C4 122.2(4) . . ? C5 C6 C1 121.7(4) . . ? C13 C8 N1 124.7(4) . . ? C13 C8 C9 117.2(4) . . ? N1 C8 C9 117.9(4) . . ? C10 C9 C8 120.4(4) . . ? C10 C9 P2 124.5(3) . . ? C8 C9 P2 114.9(3) . . ? C11 C10 C9 121.9(4) . . ? C10 C11 C12 117.1(4) . . ? C10 C11 C14 121.4(4) . . ? C12 C11 C14 121.5(4) . . ? C13 C12 C11 122.3(4) . . ? C12 C13 C8 121.0(4) . . ? C16 C15 C17 109.6(4) . . ? C16 C15 P2 110.4(3) . . ? C17 C15 P2 113.6(3) . . ? C20 C18 C19 110.9(4) . . ? C20 C18 P2 110.9(3) . . ? C19 C18 P2 111.0(3) . . ? C31 C21 C22 111.1(4) . . ? C31 C21 P1 108.5(3) . . ? C22 C21 P1 115.6(3) . . ? C32 C23 C24 110.4(4) . . ? C32 C23 P1 110.4(3) . . ? C24 C23 P1 111.2(3) . . ? C34 C33 C35 114.4(4) . . ? C34 C33 Rh1 116.2(3) . . ? C35 C33 Rh1 129.3(4) . . ? F1A C34 C33 116.1(5) . . ? F1A C34 C39 120.0(5) . . ? C33 C34 C39 123.8(5) . . ? F1B C35 C38 119.4(5) . . ? F1B C35 C33 116.7(5) . . ? C38 C35 C33 123.8(5) . . ? C38 C37 C39 119.2(5) . . ? C37 C38 C35 120.0(5) . . ? C34 C39 C37 118.8(5) . . ? C1 N1 C8 122.2(3) . . ? C1 N1 Rh1 119.4(3) . . ? C8 N1 Rh1 118.3(3) . . ? C2 P1 C21 107.6(2) . . ? C2 P1 C23 105.4(2) . . ? C21 P1 C23 105.3(2) . . ? C2 P1 Rh1 100.58(15) . . ? C21 P1 Rh1 118.10(16) . . ? C23 P1 Rh1 118.63(16) . . ? C9 P2 C15 105.9(2) . . ? C9 P2 C18 106.6(2) . . ? C15 P2 C18 104.1(2) . . ? C9 P2 Rh1 99.52(15) . . ? C15 P2 Rh1 113.44(15) . . ? C18 P2 Rh1 125.58(15) . . ? C33 Rh1 N1 168.78(16) . . ? C33 Rh1 P1 98.52(13) . . ? N1 Rh1 P1 82.87(12) . . ? C33 Rh1 P2 98.92(13) . . ? N1 Rh1 P2 81.68(12) . . ? P1 Rh1 P2 160.58(4) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.447 _refine_diff_density_min -0.976 _refine_diff_density_rms 0.109