# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Steven P. Nolan' _publ_contact_author_email snolan@st-andrews.ac.uk loop_ _publ_author_name 'Byron J. Truscott' 'Alexandra M. Z. Slawin' 'Steven P. Nolan' data_3C _database_code_depnum_ccdc_archive 'CCDC 867621' #TrackingRef '14624_web_deposit_cif_file_0_BYRONTRUSCOTT_1349958938.3c.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H61 N2 O Rh' _chemical_formula_sum 'C35 H61 N2 O Rh' _chemical_formula_weight 628.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 29.075(7) _cell_length_b 15.582(3) _cell_length_c 14.620(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6623(3) _cell_formula_units_Z 8 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 17495 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 27.9 _exptl_crystal_description Platelet _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2704 _exptl_absorpt_coefficient_mu 0.544 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.833 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 63525 _diffrn_reflns_av_R_equivalents 0.0722 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.38 _reflns_number_total 6075 _reflns_number_gt 5958 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. All the C-c distances in the 12 membered rings were refined using a DFIX 1.54 .005.The OH hydrogen atom was idealised using an HFIX 147. An ISOR constarint was used for C17. ; _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^)+(0.0561P)^2^+66.6874P] 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 6075 _refine_ls_number_parameters 353 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.1134 _refine_ls_R_factor_gt 0.1109 _refine_ls_wR_factor_ref 0.2345 _refine_ls_wR_factor_gt 0.2333 _refine_ls_goodness_of_fit_ref 1.331 _refine_ls_restrained_S_all 1.334 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.62841(2) 0.08588(4) 0.90607(4) 0.0256(2) Uani 1 1 d . . . O1 O 0.6295(2) 0.1927(4) 0.9847(4) 0.0366(14) Uani 1 1 d . . . H1O H 0.6060 0.1880 1.0326 0.044 Uiso 1 1 calc R . . C1 C 0.6521(3) 0.1570(5) 0.7976(5) 0.0261(16) Uani 1 1 d . . . N2 N 0.6280(2) 0.2028(4) 0.7350(4) 0.0266(14) Uani 1 1 d . . . C3 C 0.6573(3) 0.2475(5) 0.6768(5) 0.0316(18) Uani 1 1 d . . . H3A H 0.6487 0.2835 0.6273 0.038 Uiso 1 1 calc R . . C4 C 0.6998(3) 0.2296(5) 0.7045(6) 0.0332(19) Uani 1 1 d . . . H4A H 0.7274 0.2517 0.6789 0.040 Uiso 1 1 calc R . . N5 N 0.6968(2) 0.1732(4) 0.7770(5) 0.0313(15) Uani 1 1 d . . . C6 C 0.5779(3) 0.2007(5) 0.7233(6) 0.042(2) Uani 1 1 d D . . H6A H 0.5643 0.1605 0.7692 0.051 Uiso 1 1 calc R . . C7 C 0.5576(4) 0.2901(6) 0.7370(8) 0.083(5) Uani 1 1 d D . . H7A H 0.5812 0.3337 0.7217 0.100 Uiso 1 1 calc R . . H7B H 0.5314 0.2979 0.6947 0.100 Uiso 1 1 calc R . . C8 C 0.5413(5) 0.3040(8) 0.8351(8) 0.109(7) Uani 1 1 d D . . H8A H 0.5337 0.3656 0.8421 0.130 Uiso 1 1 calc R . . H8B H 0.5676 0.2919 0.8762 0.130 Uiso 1 1 calc R . . C9 C 0.4999(3) 0.2520(6) 0.8700(7) 0.051(3) Uani 1 1 d D . . H9A H 0.5023 0.1918 0.8487 0.061 Uiso 1 1 calc R . . H9B H 0.4995 0.2519 0.9377 0.061 Uiso 1 1 calc R . . C10 C 0.4555(4) 0.2924(9) 0.8335(12) 0.117(7) Uani 1 1 d D . . H10A H 0.4477 0.3430 0.8714 0.141 Uiso 1 1 calc R . . H10B H 0.4608 0.3126 0.7702 0.141 Uiso 1 1 calc R . . C11 C 0.4148(5) 0.2302(7) 0.8339(13) 0.123(8) Uani 1 1 d D . . H11A H 0.3890 0.2589 0.8019 0.147 Uiso 1 1 calc R . . H11B H 0.4052 0.2225 0.8983 0.147 Uiso 1 1 calc R . . C12 C 0.4200(4) 0.1402(7) 0.7918(7) 0.076(4) Uani 1 1 d D . . H12A H 0.4491 0.1135 0.8127 0.091 Uiso 1 1 calc R . . H12B H 0.3941 0.1031 0.8110 0.091 Uiso 1 1 calc R . . C13 C 0.4203(5) 0.1501(11) 0.6875(7) 0.127(8) Uani 1 1 d D . . H13A H 0.3883 0.1508 0.6647 0.153 Uiso 1 1 calc R . . H13B H 0.4348 0.2055 0.6711 0.153 Uiso 1 1 calc R . . C14 C 0.4467(4) 0.0768(11) 0.6409(11) 0.124(8) Uani 1 1 d D . . H14A H 0.4413 0.0807 0.5742 0.149 Uiso 1 1 calc R . . H14B H 0.4334 0.0217 0.6620 0.149 Uiso 1 1 calc R . . C15 C 0.4990(4) 0.0740(7) 0.6573(7) 0.060(3) Uani 1 1 d D . . H15A H 0.5061 0.0855 0.7224 0.072 Uiso 1 1 calc R . . H15B H 0.5115 0.0170 0.6408 0.072 Uiso 1 1 calc R . . C16 C 0.5199(4) 0.1437(8) 0.5963(8) 0.093(5) Uani 1 1 d D . . H16A H 0.5203 0.1235 0.5321 0.112 Uiso 1 1 calc R . . H16B H 0.5006 0.1959 0.5993 0.112 Uiso 1 1 calc R . . C17 C 0.5689(4) 0.1657(9) 0.6261(7) 0.074(4) Uani 1 1 d DU . . H17A H 0.5810 0.2085 0.5822 0.089 Uiso 1 1 calc R . . H17B H 0.5877 0.1132 0.6187 0.089 Uiso 1 1 calc R . . C18 C 0.7372(3) 0.1316(5) 0.8184(6) 0.044(2) Uani 1 1 d D . . H18A H 0.7263 0.0885 0.8643 0.052 Uiso 1 1 calc R . . C19 C 0.7659(4) 0.1997(6) 0.8683(5) 0.055(3) Uani 1 1 d D . . H19A H 0.7990 0.1856 0.8614 0.065 Uiso 1 1 calc R . . H19B H 0.7606 0.2562 0.8392 0.065 Uiso 1 1 calc R . . C20 C 0.7545(4) 0.2065(5) 0.9705(5) 0.069(4) Uani 1 1 d D . . H20A H 0.7210 0.2160 0.9768 0.083 Uiso 1 1 calc R . . H20B H 0.7702 0.2577 0.9955 0.083 Uiso 1 1 calc R . . C21 C 0.7679(3) 0.1283(5) 1.0296(6) 0.041(2) Uani 1 1 d D . . H21A H 0.7546 0.1345 1.0915 0.050 Uiso 1 1 calc R . . H21B H 0.7552 0.0753 1.0018 0.050 Uiso 1 1 calc R . . C22 C 0.8204(3) 0.1206(6) 1.0369(8) 0.067(3) Uani 1 1 d D . . H22A H 0.8340 0.1210 0.9748 0.080 Uiso 1 1 calc R . . H22B H 0.8327 0.1706 1.0708 0.080 Uiso 1 1 calc R . . C23 C 0.8341(4) 0.0377(5) 1.0862(8) 0.068(3) Uani 1 1 d D . . H23A H 0.8192 0.0371 1.1471 0.081 Uiso 1 1 calc R . . H23B H 0.8678 0.0384 1.0962 0.081 Uiso 1 1 calc R . . C24 C 0.8214(4) -0.0457(6) 1.0360(7) 0.056(3) Uani 1 1 d D . . H24A H 0.8263 -0.0949 1.0778 0.067 Uiso 1 1 calc R . . H24B H 0.7884 -0.0441 1.0199 0.067 Uiso 1 1 calc R . . C25 C 0.8497(4) -0.0600(8) 0.9488(6) 0.072(4) Uani 1 1 d D . . H25A H 0.8606 -0.0038 0.9260 0.087 Uiso 1 1 calc R . . H25B H 0.8771 -0.0949 0.9640 0.087 Uiso 1 1 calc R . . C26 C 0.8229(4) -0.1050(7) 0.8722(9) 0.077(4) Uani 1 1 d D . . H26A H 0.8100 -0.1592 0.8968 0.093 Uiso 1 1 calc R . . H26B H 0.8447 -0.1204 0.8229 0.093 Uiso 1 1 calc R . . C27 C 0.7832(3) -0.0523(6) 0.8301(8) 0.056(3) Uani 1 1 d D . . H27A H 0.7648 -0.0891 0.7889 0.067 Uiso 1 1 calc R . . H27B H 0.7628 -0.0309 0.8793 0.067 Uiso 1 1 calc R . . C28 C 0.8029(3) 0.0237(6) 0.7763(7) 0.066(3) Uani 1 1 d D . . H28A H 0.8202 0.0019 0.7229 0.079 Uiso 1 1 calc R . . H28B H 0.8245 0.0559 0.8157 0.079 Uiso 1 1 calc R . . C29 C 0.7647(3) 0.0842(7) 0.7433(6) 0.056(3) Uani 1 1 d D . . H29A H 0.7428 0.0504 0.7060 0.067 Uiso 1 1 calc R . . H29B H 0.7788 0.1277 0.7027 0.067 Uiso 1 1 calc R . . C31 C 0.5994(3) -0.0110(5) 0.8235(6) 0.0310(18) Uani 1 1 d . . . H31A H 0.5952 0.0296 0.7757 0.037 Uiso 1 1 calc R . . C32 C 0.6453(3) -0.0340(5) 0.8453(6) 0.0342(19) Uani 1 1 d . . . H32A H 0.6697 -0.0058 0.8144 0.041 Uiso 1 1 calc R . . C33 C 0.6570(3) -0.1023(5) 0.9167(6) 0.038(2) Uani 1 1 d . . . H33A H 0.6321 -0.1456 0.9180 0.046 Uiso 1 1 calc R . . H33B H 0.6857 -0.1319 0.8982 0.046 Uiso 1 1 calc R . . C34 C 0.6633(3) -0.0655(5) 1.0125(6) 0.036(2) Uani 1 1 d . . . H34A H 0.6560 -0.1108 1.0578 0.043 Uiso 1 1 calc R . . H34B H 0.6960 -0.0497 1.0208 0.043 Uiso 1 1 calc R . . C35 C 0.6341(3) 0.0116(6) 1.0324(6) 0.0345(19) Uani 1 1 d . . . H35A H 0.6488 0.0591 1.0611 0.041 Uiso 1 1 calc R . . C36 C 0.5879(3) 0.0196(5) 1.0128(6) 0.0331(19) Uani 1 1 d . . . H36A H 0.5733 0.0728 1.0252 0.040 Uiso 1 1 calc R . . C37 C 0.5599(3) -0.0515(6) 0.9729(6) 0.037(2) Uani 1 1 d . . . H37A H 0.5286 -0.0497 0.9993 0.044 Uiso 1 1 calc R . . H37B H 0.5739 -0.1072 0.9896 0.044 Uiso 1 1 calc R . . C38 C 0.5566(3) -0.0450(6) 0.8692(7) 0.042(2) Uani 1 1 d . . . H38A H 0.5499 -0.1027 0.8443 0.050 Uiso 1 1 calc R . . H38B H 0.5305 -0.0072 0.8534 0.050 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 0.0302(4) 0.0233(3) 0.0232(3) 0.0006(3) -0.0020(3) 0.0004(3) O1 0.046(4) 0.038(3) 0.026(3) -0.003(3) 0.000(3) 0.003(3) C1 0.028(4) 0.025(4) 0.026(4) 0.001(3) -0.002(3) -0.001(3) N2 0.033(3) 0.026(3) 0.021(3) 0.004(3) -0.002(3) -0.001(3) C3 0.041(5) 0.027(4) 0.027(4) 0.004(4) -0.005(3) -0.004(4) C4 0.035(4) 0.031(4) 0.034(5) 0.015(4) 0.006(4) 0.002(3) N5 0.033(4) 0.025(3) 0.035(4) 0.007(3) -0.003(3) 0.002(3) C6 0.027(4) 0.052(6) 0.047(6) 0.027(5) -0.006(4) 0.005(4) C7 0.062(7) 0.055(7) 0.133(13) 0.033(8) 0.044(8) 0.023(6) C8 0.23(2) 0.045(7) 0.048(7) -0.007(6) 0.007(10) -0.044(10) C9 0.083(7) 0.038(5) 0.033(5) 0.012(4) 0.001(5) 0.014(5) C10 0.110(13) 0.113(14) 0.130(15) -0.045(12) -0.041(12) 0.055(11) C11 0.084(11) 0.064(10) 0.22(2) 0.060(12) 0.029(13) 0.014(8) C12 0.064(8) 0.084(9) 0.081(9) 0.038(8) 0.003(7) -0.025(7) C13 0.044(7) 0.25(3) 0.085(11) 0.060(14) -0.001(7) -0.010(11) C14 0.140(16) 0.123(14) 0.109(13) -0.032(11) -0.100(13) 0.037(12) C15 0.087(8) 0.049(6) 0.043(6) -0.003(5) -0.020(6) -0.016(6) C16 0.151(15) 0.082(10) 0.046(7) -0.004(7) 0.015(8) -0.032(10) C17 0.074(4) 0.075(4) 0.074(4) 0.0007(10) 0.0001(10) -0.0002(10) C18 0.037(5) 0.047(6) 0.047(6) 0.024(5) -0.003(4) -0.002(4) C19 0.067(7) 0.052(6) 0.045(6) 0.011(5) -0.015(5) -0.012(5) C20 0.109(10) 0.026(5) 0.073(8) -0.022(5) 0.050(7) -0.022(6) C21 0.038(5) 0.043(5) 0.043(5) -0.015(4) 0.004(4) -0.004(4) C22 0.059(7) 0.068(8) 0.073(8) -0.021(7) -0.018(6) -0.010(6) C23 0.070(8) 0.066(8) 0.068(8) 0.021(6) -0.025(6) -0.021(6) C24 0.052(6) 0.047(6) 0.069(8) 0.021(5) 0.008(5) 0.002(5) C25 0.070(8) 0.081(9) 0.066(8) 0.029(7) -0.011(7) 0.024(7) C26 0.083(9) 0.057(7) 0.092(10) -0.008(7) 0.005(8) 0.023(7) C27 0.054(6) 0.042(6) 0.072(8) -0.013(5) -0.007(6) 0.000(5) C28 0.086(9) 0.065(7) 0.047(6) -0.015(6) 0.003(6) 0.013(7) C29 0.052(6) 0.087(8) 0.028(5) 0.009(5) 0.002(4) 0.003(6) C31 0.042(5) 0.023(4) 0.028(4) 0.001(3) -0.007(4) -0.001(4) C32 0.046(5) 0.027(4) 0.030(4) -0.001(4) 0.002(4) -0.002(4) C33 0.047(5) 0.026(4) 0.042(5) 0.006(4) 0.007(4) 0.008(4) C34 0.038(5) 0.034(5) 0.037(5) 0.008(4) 0.000(4) -0.001(4) C35 0.041(5) 0.035(5) 0.028(4) 0.008(4) 0.006(4) -0.003(4) C36 0.042(5) 0.028(4) 0.030(4) 0.001(3) 0.010(4) 0.001(4) C37 0.035(5) 0.043(5) 0.033(5) 0.011(4) 0.002(4) -0.001(4) C38 0.038(5) 0.039(5) 0.048(6) 0.001(4) -0.009(4) -0.016(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 O1 2.024(6) . ? Rh1 C1 2.054(8) . ? Rh1 C31 2.109(8) . ? Rh1 C32 2.126(8) . ? Rh1 C35 2.187(8) . ? Rh1 C36 2.210(8) . ? O1 H1O 0.9801 . ? C1 N2 1.356(10) . ? C1 N5 1.359(10) . ? N2 C3 1.391(10) . ? N2 C6 1.465(10) . ? C3 C4 1.330(11) . ? C3 H3A 0.9500 . ? C4 N5 1.380(10) . ? C4 H4A 0.9500 . ? N5 C18 1.470(10) . ? C6 C7 1.526(5) . ? C6 C17 1.545(5) . ? C6 H6A 1.0000 . ? C7 C8 1.527(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.538(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.532(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.530(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.538(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.533(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.534(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.541(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.530(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.529(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.536(5) . ? C18 C29 1.547(5) . ? C18 H18A 1.0000 . ? C19 C20 1.534(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.544(5) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.534(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.532(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.538(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.534(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.533(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.544(5) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.531(5) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.534(5) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C31 C32 1.418(12) . ? C31 C38 1.509(12) . ? C31 H31A 0.9500 . ? C32 C33 1.530(12) . ? C32 H32A 0.9500 . ? C33 C34 1.526(12) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.499(12) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.379(12) . ? C35 H35A 0.9500 . ? C36 C37 1.493(12) . ? C36 H36A 0.9500 . ? C37 C38 1.522(13) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Rh1 C1 89.4(3) . . ? O1 Rh1 C31 157.0(3) . . ? C1 Rh1 C31 94.4(3) . . ? O1 Rh1 C32 163.1(3) . . ? C1 Rh1 C32 94.2(3) . . ? C31 Rh1 C32 39.1(3) . . ? O1 Rh1 C35 87.4(3) . . ? C1 Rh1 C35 155.9(3) . . ? C31 Rh1 C35 97.8(3) . . ? C32 Rh1 C35 82.6(3) . . ? O1 Rh1 C36 89.5(3) . . ? C1 Rh1 C36 167.4(3) . . ? C31 Rh1 C36 81.8(3) . . ? C32 Rh1 C36 90.4(3) . . ? C35 Rh1 C36 36.6(3) . . ? Rh1 O1 H1O 109.5 . . ? N2 C1 N5 104.4(6) . . ? N2 C1 Rh1 129.2(6) . . ? N5 C1 Rh1 126.3(6) . . ? C1 N2 C3 111.0(6) . . ? C1 N2 C6 125.5(7) . . ? C3 N2 C6 123.3(6) . . ? C4 C3 N2 106.2(7) . . ? C4 C3 H3A 126.9 . . ? N2 C3 H3A 126.9 . . ? C3 C4 N5 108.0(7) . . ? C3 C4 H4A 126.0 . . ? N5 C4 H4A 126.0 . . ? C1 N5 C4 110.3(7) . . ? C1 N5 C18 126.2(7) . . ? C4 N5 C18 123.2(7) . . ? C7 C6 N2 110.4(8) . . ? C7 C6 C17 112.1(9) . . ? N2 C6 C17 106.5(7) . . ? C7 C6 H6A 109.2 . . ? N2 C6 H6A 109.2 . . ? C17 C6 H6A 109.2 . . ? C8 C7 C6 111.9(9) . . ? C8 C7 H7A 109.2 . . ? C6 C7 H7A 109.2 . . ? C8 C7 H7B 109.2 . . ? C6 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? C7 C8 C9 118.7(9) . . ? C7 C8 H8A 107.6 . . ? C9 C8 H8A 107.6 . . ? C7 C8 H8B 107.6 . . ? C9 C8 H8B 107.6 . . ? H8A C8 H8B 107.1 . . ? C10 C9 C8 109.1(10) . . ? C10 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? C10 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? C11 C10 C9 112.9(12) . . ? C11 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? C11 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 C12 120.0(12) . . ? C10 C11 H11A 107.3 . . ? C12 C11 H11A 107.3 . . ? C10 C11 H11B 107.3 . . ? C12 C11 H11B 107.3 . . ? H11A C11 H11B 106.9 . . ? C13 C12 C11 107.9(13) . . ? C13 C12 H12A 110.1 . . ? C11 C12 H12A 110.1 . . ? C13 C12 H12B 110.1 . . ? C11 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? C14 C13 C12 111.7(13) . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13B 109.3 . . ? C12 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C13 C14 C15 116.4(11) . . ? C13 C14 H14A 108.2 . . ? C15 C14 H14A 108.2 . . ? C13 C14 H14B 108.2 . . ? C15 C14 H14B 108.2 . . ? H14A C14 H14B 107.3 . . ? C16 C15 C14 106.3(11) . . ? C16 C15 H15A 110.5 . . ? C14 C15 H15A 110.5 . . ? C16 C15 H15B 110.5 . . ? C14 C15 H15B 110.5 . . ? H15A C15 H15B 108.7 . . ? C17 C16 C15 111.3(10) . . ? C17 C16 H16A 109.4 . . ? C15 C16 H16A 109.4 . . ? C17 C16 H16B 109.4 . . ? C15 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? C16 C17 C6 120.0(9) . . ? C16 C17 H17A 107.3 . . ? C6 C17 H17A 107.3 . . ? C16 C17 H17B 107.3 . . ? C6 C17 H17B 107.3 . . ? H17A C17 H17B 106.9 . . ? N5 C18 C19 109.0(7) . . ? N5 C18 C29 109.3(6) . . ? C19 C18 C29 112.6(8) . . ? N5 C18 H18A 108.6 . . ? C19 C18 H18A 108.6 . . ? C29 C18 H18A 108.6 . . ? C20 C19 C18 113.1(8) . . ? C20 C19 H19A 109.0 . . ? C18 C19 H19A 109.0 . . ? C20 C19 H19B 109.0 . . ? C18 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? C19 C20 C21 115.9(8) . . ? C19 C20 H20A 108.3 . . ? C21 C20 H20A 108.3 . . ? C19 C20 H20B 108.3 . . ? C21 C20 H20B 108.3 . . ? H20A C20 H20B 107.4 . . ? C22 C21 C20 110.6(8) . . ? C22 C21 H21A 109.5 . . ? C20 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C23 C22 C21 110.9(8) . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22A 109.5 . . ? C23 C22 H22B 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 108.0 . . ? C22 C23 C24 115.2(8) . . ? C22 C23 H23A 108.5 . . ? C24 C23 H23A 108.5 . . ? C22 C23 H23B 108.5 . . ? C24 C23 H23B 108.5 . . ? H23A C23 H23B 107.5 . . ? C25 C24 C23 113.0(9) . . ? C25 C24 H24A 109.0 . . ? C23 C24 H24A 109.0 . . ? C25 C24 H24B 109.0 . . ? C23 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 113.7(10) . . ? C26 C25 H25A 108.8 . . ? C24 C25 H25A 108.8 . . ? C26 C25 H25B 108.8 . . ? C24 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? C25 C26 C27 115.3(9) . . ? C25 C26 H26A 108.5 . . ? C27 C26 H26A 108.5 . . ? C25 C26 H26B 108.5 . . ? C27 C26 H26B 108.5 . . ? H26A C26 H26B 107.5 . . ? C28 C27 C26 109.8(8) . . ? C28 C27 H27A 109.7 . . ? C26 C27 H27A 109.7 . . ? C28 C27 H27B 109.7 . . ? C26 C27 H27B 109.7 . . ? H27A C27 H27B 108.2 . . ? C27 C28 C29 111.5(8) . . ? C27 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? C27 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 108.0 . . ? C28 C29 C18 116.4(7) . . ? C28 C29 H29A 108.2 . . ? C18 C29 H29A 108.2 . . ? C28 C29 H29B 108.2 . . ? C18 C29 H29B 108.2 . . ? H29A C29 H29B 107.3 . . ? C32 C31 C38 125.9(8) . . ? C32 C31 Rh1 71.1(5) . . ? C38 C31 Rh1 109.1(6) . . ? C32 C31 H31A 117.0 . . ? C38 C31 H31A 117.0 . . ? Rh1 C31 H31A 89.8 . . ? C31 C32 C33 122.7(8) . . ? C31 C32 Rh1 69.8(5) . . ? C33 C32 Rh1 112.2(6) . . ? C31 C32 H32A 118.7 . . ? C33 C32 H32A 118.7 . . ? Rh1 C32 H32A 88.0 . . ? C34 C33 C32 113.0(7) . . ? C34 C33 H33A 109.0 . . ? C32 C33 H33A 109.0 . . ? C34 C33 H33B 109.0 . . ? C32 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? C35 C34 C33 114.3(7) . . ? C35 C34 H34A 108.7 . . ? C33 C34 H34A 108.7 . . ? C35 C34 H34B 108.7 . . ? C33 C34 H34B 108.7 . . ? H34A C34 H34B 107.6 . . ? C36 C35 C34 125.6(8) . . ? C36 C35 Rh1 72.7(5) . . ? C34 C35 Rh1 107.7(5) . . ? C36 C35 H35A 117.2 . . ? C34 C35 H35A 117.2 . . ? Rh1 C35 H35A 89.7 . . ? C35 C36 C37 123.1(8) . . ? C35 C36 Rh1 70.8(5) . . ? C37 C36 Rh1 111.2(5) . . ? C35 C36 H36A 118.5 . . ? C37 C36 H36A 118.5 . . ? Rh1 C36 H36A 88.1 . . ? C36 C37 C38 112.0(7) . . ? C36 C37 H37A 109.2 . . ? C38 C37 H37A 109.2 . . ? C36 C37 H37B 109.2 . . ? C38 C37 H37B 109.2 . . ? H37A C37 H37B 107.9 . . ? C31 C38 C37 114.4(7) . . ? C31 C38 H38A 108.7 . . ? C37 C38 H38A 108.7 . . ? C31 C38 H38B 108.7 . . ? C37 C38 H38B 108.7 . . ? H38A C38 H38B 107.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Rh1 C1 N2 -87.3(7) . . . . ? C31 Rh1 C1 N2 69.9(7) . . . . ? C32 Rh1 C1 N2 109.2(7) . . . . ? C35 Rh1 C1 N2 -169.6(7) . . . . ? C36 Rh1 C1 N2 -2.1(19) . . . . ? O1 Rh1 C1 N5 87.4(7) . . . . ? C31 Rh1 C1 N5 -115.3(7) . . . . ? C32 Rh1 C1 N5 -76.0(7) . . . . ? C35 Rh1 C1 N5 5.1(12) . . . . ? C36 Rh1 C1 N5 172.7(11) . . . . ? N5 C1 N2 C3 -0.5(9) . . . . ? Rh1 C1 N2 C3 175.2(6) . . . . ? N5 C1 N2 C6 174.3(7) . . . . ? Rh1 C1 N2 C6 -10.1(11) . . . . ? C1 N2 C3 C4 -0.6(9) . . . . ? C6 N2 C3 C4 -175.5(7) . . . . ? N2 C3 C4 N5 1.5(9) . . . . ? N2 C1 N5 C4 1.4(9) . . . . ? Rh1 C1 N5 C4 -174.4(6) . . . . ? N2 C1 N5 C18 -173.1(7) . . . . ? Rh1 C1 N5 C18 11.1(11) . . . . ? C3 C4 N5 C1 -1.9(10) . . . . ? C3 C4 N5 C18 172.8(7) . . . . ? C1 N2 C6 C7 120.8(8) . . . . ? C3 N2 C6 C7 -65.1(10) . . . . ? C1 N2 C6 C17 -117.2(9) . . . . ? C3 N2 C6 C17 56.9(10) . . . . ? N2 C6 C7 C8 -94.3(11) . . . . ? C17 C6 C7 C8 147.1(10) . . . . ? C6 C7 C8 C9 -67.3(16) . . . . ? C7 C8 C9 C10 -78.6(15) . . . . ? C8 C9 C10 C11 159.1(13) . . . . ? C9 C10 C11 C12 -50(2) . . . . ? C10 C11 C12 C13 -74.2(19) . . . . ? C11 C12 C13 C14 153.5(12) . . . . ? C12 C13 C14 C15 -67.6(18) . . . . ? C13 C14 C15 C16 -76.8(16) . . . . ? C14 C15 C16 C17 163.2(11) . . . . ? C15 C16 C17 C6 -60.3(16) . . . . ? C7 C6 C17 C16 -67.5(14) . . . . ? N2 C6 C17 C16 171.6(10) . . . . ? C1 N5 C18 C19 -117.5(8) . . . . ? C4 N5 C18 C19 68.7(10) . . . . ? C1 N5 C18 C29 118.9(9) . . . . ? C4 N5 C18 C29 -54.9(10) . . . . ? N5 C18 C19 C20 94.7(9) . . . . ? C29 C18 C19 C20 -143.8(9) . . . . ? C18 C19 C20 C21 67.7(12) . . . . ? C19 C20 C21 C22 68.7(12) . . . . ? C20 C21 C22 C23 -173.7(8) . . . . ? C21 C22 C23 C24 64.9(13) . . . . ? C22 C23 C24 C25 69.2(13) . . . . ? C23 C24 C25 C26 -146.1(9) . . . . ? C24 C25 C26 C27 67.5(14) . . . . ? C25 C26 C27 C28 68.5(14) . . . . ? C26 C27 C28 C29 -172.9(9) . . . . ? C27 C28 C29 C18 65.0(12) . . . . ? N5 C18 C29 C28 -169.2(8) . . . . ? C19 C18 C29 C28 69.5(12) . . . . ? O1 Rh1 C31 C32 -169.7(6) . . . . ? C1 Rh1 C31 C32 91.2(5) . . . . ? C35 Rh1 C31 C32 -67.9(5) . . . . ? C36 Rh1 C31 C32 -100.9(5) . . . . ? O1 Rh1 C31 C38 -47.2(10) . . . . ? C1 Rh1 C31 C38 -146.3(6) . . . . ? C32 Rh1 C31 C38 122.5(8) . . . . ? C35 Rh1 C31 C38 54.6(6) . . . . ? C36 Rh1 C31 C38 21.6(6) . . . . ? C38 C31 C32 C33 3.8(13) . . . . ? Rh1 C31 C32 C33 104.1(8) . . . . ? C38 C31 C32 Rh1 -100.3(8) . . . . ? O1 Rh1 C32 C31 166.1(9) . . . . ? C1 Rh1 C32 C31 -91.9(5) . . . . ? C35 Rh1 C32 C31 112.2(5) . . . . ? C36 Rh1 C32 C31 76.4(5) . . . . ? O1 Rh1 C32 C33 48.0(13) . . . . ? C1 Rh1 C32 C33 150.1(6) . . . . ? C31 Rh1 C32 C33 -118.1(8) . . . . ? C35 Rh1 C32 C33 -5.9(6) . . . . ? C36 Rh1 C32 C33 -41.7(7) . . . . ? C31 C32 C33 C34 -91.0(10) . . . . ? Rh1 C32 C33 C34 -11.4(10) . . . . ? C32 C33 C34 C35 31.7(11) . . . . ? C33 C34 C35 C36 46.1(11) . . . . ? C33 C34 C35 Rh1 -34.9(9) . . . . ? O1 Rh1 C35 C36 92.7(5) . . . . ? C1 Rh1 C35 C36 175.5(7) . . . . ? C31 Rh1 C35 C36 -64.7(6) . . . . ? C32 Rh1 C35 C36 -100.9(6) . . . . ? O1 Rh1 C35 C34 -144.5(6) . . . . ? C1 Rh1 C35 C34 -61.8(11) . . . . ? C31 Rh1 C35 C34 58.0(6) . . . . ? C32 Rh1 C35 C34 21.9(6) . . . . ? C36 Rh1 C35 C34 122.8(9) . . . . ? C34 C35 C36 C37 3.6(13) . . . . ? Rh1 C35 C36 C37 103.3(8) . . . . ? C34 C35 C36 Rh1 -99.6(8) . . . . ? O1 Rh1 C36 C35 -86.2(5) . . . . ? C1 Rh1 C36 C35 -171.5(12) . . . . ? C31 Rh1 C36 C35 115.1(6) . . . . ? C32 Rh1 C36 C35 76.8(6) . . . . ? O1 Rh1 C36 C37 154.7(6) . . . . ? C1 Rh1 C36 C37 69.5(16) . . . . ? C31 Rh1 C36 C37 -3.9(6) . . . . ? C32 Rh1 C36 C37 -42.2(6) . . . . ? C35 Rh1 C36 C37 -119.0(8) . . . . ? C35 C36 C37 C38 -95.2(10) . . . . ? Rh1 C36 C37 C38 -14.9(9) . . . . ? C32 C31 C38 C37 42.7(12) . . . . ? Rh1 C31 C38 C37 -37.4(9) . . . . ? C36 C37 C38 C31 34.9(11) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.718 _refine_diff_density_min -0.960 _refine_diff_density_rms 0.133 # Attachment '13297_web_deposit_cif_file_1_BYRONTRUSCOTT_1345045986.3d.cif' data_3d _database_code_depnum_ccdc_archive 'CCDC 867622' #TrackingRef '13297_web_deposit_cif_file_1_BYRONTRUSCOTT_1345045986.3d.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H33 N2 O Rh' _chemical_formula_sum 'C19 H33 N2 O Rh' _chemical_formula_weight 408.38 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' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.999(5) _cell_length_b 9.986(3) _cell_length_c 13.137(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.884(8) _cell_angle_gamma 90.00 _cell_volume 1882.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 6423 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 28.3 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 0.914 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9142 _exptl_absorpt_correction_T_max 0.9820 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11414 _diffrn_reflns_av_R_equivalents 0.0585 _diffrn_reflns_av_sigmaI/netI 0.0631 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3417 _reflns_number_gt 2956 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The OH hydrogen atoms were located from a difference map and refined isotropically subject to a distance restraint. ; _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^)+(0.0545P)^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 3417 _refine_ls_number_parameters 212 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1164 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 1.146 _refine_ls_restrained_S_all 1.146 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.003 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 0.218200(19) 0.06637(3) 0.306227(19) 0.01836(15) Uani 1 1 d . . . O1 O 0.3158(2) -0.0564(3) 0.2689(2) 0.0389(9) Uani 1 1 d D . . H1O H 0.342(3) -0.108(4) 0.334(2) 0.042(12) Uiso 1 1 d D . . C1 C 0.2854(3) 0.0461(4) 0.4648(3) 0.0166(8) Uani 1 1 d . . . N2 N 0.3533(2) 0.1259(3) 0.5269(2) 0.0198(7) Uani 1 1 d . . . C3 C 0.3800(3) 0.0781(4) 0.6323(3) 0.0201(9) Uani 1 1 d . . . C4 C 0.3292(3) -0.0298(4) 0.6350(3) 0.0183(8) Uani 1 1 d . . . N5 N 0.2698(2) -0.0507(3) 0.5312(2) 0.0192(7) Uani 1 1 d . . . C6 C 0.3974(3) 0.2317(4) 0.4790(3) 0.0224(9) Uani 1 1 d . . . H6A H 0.3610 0.2363 0.4021 0.027 Uiso 1 1 calc R . . C7 C 0.3919(3) 0.3711(4) 0.5251(3) 0.0292(10) Uani 1 1 d . . . H7A H 0.3270 0.3915 0.5208 0.044 Uiso 1 1 calc R . . H7B H 0.4153 0.4377 0.4844 0.044 Uiso 1 1 calc R . . H7C H 0.4300 0.3732 0.5996 0.044 Uiso 1 1 calc R . . C8 C 0.4964(3) 0.1925(4) 0.4822(3) 0.0328(10) Uani 1 1 d . . . H8A H 0.4960 0.1026 0.4521 0.049 Uiso 1 1 calc R . . H8B H 0.5360 0.1927 0.5561 0.049 Uiso 1 1 calc R . . H8C H 0.5207 0.2568 0.4406 0.049 Uiso 1 1 calc R . . C9 C 0.4503(3) 0.1464(4) 0.7231(3) 0.0330(10) Uani 1 1 d . . . H9A H 0.4577 0.0950 0.7886 0.049 Uiso 1 1 calc R . . H9B H 0.4286 0.2370 0.7321 0.049 Uiso 1 1 calc R . . H9C H 0.5103 0.1516 0.7075 0.049 Uiso 1 1 calc R . . C10 C 0.3309(3) -0.1177(4) 0.7283(3) 0.0256(9) Uani 1 1 d . . . H10A H 0.3773 -0.0838 0.7919 0.038 Uiso 1 1 calc R . . H10B H 0.3471 -0.2093 0.7137 0.038 Uiso 1 1 calc R . . H10C H 0.2693 -0.1172 0.7400 0.038 Uiso 1 1 calc R . . C11 C 0.2014(3) -0.1576(4) 0.4924(3) 0.0199(8) Uani 1 1 d . . . H11A H 0.1678 -0.1347 0.4169 0.024 Uiso 1 1 calc R . . C12 C 0.1277(3) -0.1604(4) 0.5518(3) 0.0291(9) Uani 1 1 d . . . H12A H 0.1008 -0.0708 0.5509 0.044 Uiso 1 1 calc R . . H12B H 0.1564 -0.1884 0.6255 0.044 Uiso 1 1 calc R . . H12C H 0.0784 -0.2239 0.5170 0.044 Uiso 1 1 calc R . . C13 C 0.2469(3) -0.2930(4) 0.4894(3) 0.0278(9) Uani 1 1 d . . . H13A H 0.2932 -0.2851 0.4503 0.042 Uiso 1 1 calc R . . H13B H 0.1992 -0.3583 0.4539 0.042 Uiso 1 1 calc R . . H13C H 0.2776 -0.3229 0.5623 0.042 Uiso 1 1 calc R . . C21 C 0.0950(3) 0.1515(4) 0.3286(3) 0.0229(9) Uani 1 1 d . . . H21A H 0.1025 0.0915 0.3866 0.027 Uiso 1 1 calc R . . C22 C 0.1621(3) 0.2502(4) 0.3346(3) 0.0254(9) Uani 1 1 d . . . H22A H 0.2098 0.2566 0.4004 0.030 Uiso 1 1 calc R . . C23 C 0.1680(3) 0.3481(5) 0.2491(3) 0.0379(11) Uani 1 1 d . . . H23A H 0.2315 0.3867 0.2681 0.045 Uiso 1 1 calc R . . H23B H 0.1237 0.4224 0.2467 0.045 Uiso 1 1 calc R . . C24 C 0.1461(3) 0.2839(4) 0.1380(3) 0.0356(11) Uani 1 1 d . . . H24A H 0.0781 0.2881 0.1033 0.043 Uiso 1 1 calc R . . H24B H 0.1771 0.3364 0.0940 0.043 Uiso 1 1 calc R . . C25 C 0.1777(3) 0.1400(5) 0.1415(3) 0.0303(10) Uani 1 1 d . . . H25A H 0.2396 0.1240 0.1397 0.036 Uiso 1 1 calc R . . C26 C 0.1241(3) 0.0305(5) 0.1471(3) 0.0271(10) Uani 1 1 d . . . H26A H 0.1520 -0.0550 0.1474 0.032 Uiso 1 1 calc R . . C27 C 0.0247(3) 0.0333(4) 0.1528(3) 0.0276(9) Uani 1 1 d . . . H27A H 0.0083 -0.0564 0.1740 0.033 Uiso 1 1 calc R . . H27C H -0.0176 0.0533 0.0813 0.033 Uiso 1 1 calc R . . C28 C 0.0096(3) 0.1368(5) 0.2314(3) 0.0313(10) Uani 1 1 d . . . H28C H -0.0447 0.1100 0.2552 0.038 Uiso 1 1 calc R . . H28A H -0.0048 0.2245 0.1952 0.038 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 0.0191(2) 0.0191(2) 0.0166(2) 0.00038(9) 0.00477(14) 0.00288(11) O1 0.060(2) 0.035(2) 0.0151(15) -0.0067(11) 0.0008(13) 0.0326(15) C1 0.016(2) 0.018(2) 0.0175(19) 0.0004(14) 0.0075(15) 0.0044(15) N2 0.0225(17) 0.0165(18) 0.0199(15) -0.0004(12) 0.0053(12) -0.0048(14) C3 0.023(2) 0.023(2) 0.0150(19) -0.0014(13) 0.0069(15) 0.0023(17) C4 0.0152(19) 0.026(2) 0.0141(17) -0.0002(15) 0.0049(13) 0.0022(17) N5 0.0207(19) 0.0197(19) 0.0176(17) -0.0005(11) 0.0061(13) -0.0005(13) C6 0.023(2) 0.021(2) 0.0233(19) 0.0026(15) 0.0068(15) -0.0028(17) C7 0.036(3) 0.023(2) 0.032(2) -0.0023(17) 0.0140(17) -0.0070(19) C8 0.025(2) 0.036(3) 0.041(2) 0.0144(19) 0.0162(17) 0.006(2) C9 0.034(3) 0.037(3) 0.025(2) -0.0009(17) 0.0033(17) -0.012(2) C10 0.029(2) 0.025(2) 0.0213(19) 0.0061(16) 0.0050(15) 0.0021(19) C11 0.023(2) 0.018(2) 0.0179(17) -0.0035(14) 0.0049(14) -0.0038(16) C12 0.025(2) 0.024(2) 0.038(2) -0.0028(17) 0.0102(17) -0.0045(18) C13 0.029(2) 0.020(2) 0.034(2) -0.0068(16) 0.0079(16) -0.0025(18) C21 0.018(2) 0.025(2) 0.0267(19) 0.0009(15) 0.0090(15) -0.0009(17) C22 0.024(2) 0.021(2) 0.032(2) 0.0038(16) 0.0106(16) 0.0062(18) C23 0.039(3) 0.025(3) 0.050(3) 0.0092(19) 0.014(2) 0.003(2) C24 0.025(2) 0.044(3) 0.038(2) 0.0230(19) 0.0074(17) 0.000(2) C25 0.023(2) 0.052(3) 0.0162(19) 0.0070(17) 0.0048(15) 0.004(2) C26 0.028(2) 0.032(2) 0.0158(19) -0.0040(17) -0.0012(15) 0.007(2) C27 0.029(2) 0.029(2) 0.022(2) 0.0018(16) 0.0012(16) -0.0030(19) C28 0.022(2) 0.039(3) 0.035(2) -0.0005(18) 0.0118(17) -0.003(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 Rh1 C1 2.044(3) . ? Rh1 O1 2.074(3) . ? Rh1 C22 2.097(4) . ? Rh1 C21 2.131(4) . ? Rh1 C26 2.185(4) . ? Rh1 C25 2.198(3) . ? O1 H1O 0.9798(11) . ? C1 N2 1.362(5) . ? C1 N5 1.367(5) . ? N2 C3 1.408(5) . ? N2 C6 1.481(5) . ? C3 C4 1.326(5) . ? C3 C9 1.506(5) . ? C4 N5 1.411(4) . ? C4 C10 1.502(5) . ? N5 C11 1.466(5) . ? C6 C8 1.524(5) . ? C6 C7 1.529(5) . ? C6 H6A 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C13 1.519(5) . ? C11 C12 1.528(5) . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C21 C22 1.395(5) . ? C21 C28 1.530(5) . ? C21 H21A 0.9500 . ? C22 C23 1.512(6) . ? C22 H22A 0.9500 . ? C23 C24 1.540(6) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.509(6) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.371(6) . ? C25 H25A 0.9500 . ? C26 C27 1.515(6) . ? C26 H26A 0.9500 . ? C27 C28 1.523(6) . ? C27 H27A 0.9900 . ? C27 H27C 0.9900 . ? C28 H28C 0.9900 . ? C28 H28A 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Rh1 O1 90.53(13) . . ? C1 Rh1 C22 90.56(14) . . ? O1 Rh1 C22 155.02(15) . . ? C1 Rh1 C21 95.15(14) . . ? O1 Rh1 C21 165.51(14) . . ? C22 Rh1 C21 38.51(15) . . ? C1 Rh1 C26 161.63(17) . . ? O1 Rh1 C26 88.90(14) . . ? C22 Rh1 C26 97.64(16) . . ? C21 Rh1 C26 81.51(15) . . ? C1 Rh1 C25 161.88(16) . . ? O1 Rh1 C25 88.72(14) . . ? C22 Rh1 C25 82.64(15) . . ? C21 Rh1 C25 89.95(15) . . ? C26 Rh1 C25 36.46(16) . . ? Rh1 O1 H1O 104(3) . . ? N2 C1 N5 105.5(3) . . ? N2 C1 Rh1 127.9(3) . . ? N5 C1 Rh1 126.6(3) . . ? C1 N2 C3 109.9(3) . . ? C1 N2 C6 120.8(3) . . ? C3 N2 C6 128.7(3) . . ? C4 C3 N2 107.4(3) . . ? C4 C3 C9 128.5(3) . . ? N2 C3 C9 124.0(3) . . ? C3 C4 N5 107.5(3) . . ? C3 C4 C10 128.6(3) . . ? N5 C4 C10 123.9(3) . . ? C1 N5 C4 109.6(3) . . ? C1 N5 C11 121.7(3) . . ? C4 N5 C11 128.8(3) . . ? N2 C6 C8 110.9(3) . . ? N2 C6 C7 113.5(3) . . ? C8 C6 C7 112.7(3) . . ? N2 C6 H6A 106.4 . . ? C8 C6 H6A 106.4 . . ? C7 C6 H6A 106.4 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C4 C10 H10A 109.5 . . ? C4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N5 C11 C13 112.5(3) . . ? N5 C11 C12 111.9(3) . . ? C13 C11 C12 113.2(3) . . ? N5 C11 H11A 106.2 . . ? C13 C11 H11A 106.2 . . ? C12 C11 H11A 106.2 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C22 C21 C28 122.1(3) . . ? C22 C21 Rh1 69.4(2) . . ? C28 C21 Rh1 113.3(2) . . ? C22 C21 H21A 119.0 . . ? C28 C21 H21A 119.0 . . ? Rh1 C21 H21A 87.3 . . ? C21 C22 C23 127.7(3) . . ? C21 C22 Rh1 72.0(2) . . ? C23 C22 Rh1 108.7(3) . . ? C21 C22 H22A 116.1 . . ? C23 C22 H22A 116.1 . . ? Rh1 C22 H22A 89.2 . . ? C22 C23 C24 113.1(4) . . ? C22 C23 H23A 108.9 . . ? C24 C23 H23A 109.0 . . ? C22 C23 H23B 109.0 . . ? C24 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? C25 C24 C23 112.9(3) . . ? C25 C24 H24A 109.0 . . ? C23 C24 H24A 109.0 . . ? C25 C24 H24B 109.0 . . ? C23 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 125.3(4) . . ? C26 C25 Rh1 71.3(2) . . ? C24 C25 Rh1 110.1(2) . . ? C26 C25 H25A 117.3 . . ? C24 C25 H25A 117.3 . . ? Rh1 C25 H25A 88.6 . . ? C25 C26 C27 126.0(4) . . ? C25 C26 Rh1 72.3(2) . . ? C27 C26 Rh1 108.7(2) . . ? C25 C26 H26A 117.0 . . ? C27 C26 H26A 117.0 . . ? Rh1 C26 H26A 89.0 . . ? C26 C27 C28 112.9(3) . . ? C26 C27 H27A 109.0 . . ? C28 C27 H27A 109.0 . . ? C26 C27 H27C 109.0 . . ? C28 C27 H27C 109.0 . . ? H27A C27 H27C 107.8 . . ? C27 C28 C21 112.1(3) . . ? C27 C28 H28C 109.2 . . ? C21 C28 H28C 109.2 . . ? C27 C28 H28A 109.2 . . ? C21 C28 H28A 109.2 . . ? H28C C28 H28A 107.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Rh1 C1 N2 91.9(3) . . . . ? C22 Rh1 C1 N2 -63.2(3) . . . . ? C21 Rh1 C1 N2 -101.5(3) . . . . ? C26 Rh1 C1 N2 180.0(4) . . . . ? C25 Rh1 C1 N2 4.4(7) . . . . ? O1 Rh1 C1 N5 -89.4(3) . . . . ? C22 Rh1 C1 N5 115.6(3) . . . . ? C21 Rh1 C1 N5 77.3(3) . . . . ? C26 Rh1 C1 N5 -1.2(7) . . . . ? C25 Rh1 C1 N5 -176.9(4) . . . . ? N5 C1 N2 C3 0.2(4) . . . . ? Rh1 C1 N2 C3 179.1(3) . . . . ? N5 C1 N2 C6 171.8(3) . . . . ? Rh1 C1 N2 C6 -9.3(5) . . . . ? C1 N2 C3 C4 0.0(4) . . . . ? C6 N2 C3 C4 -170.7(4) . . . . ? C1 N2 C3 C9 -177.0(4) . . . . ? C6 N2 C3 C9 12.3(6) . . . . ? N2 C3 C4 N5 -0.1(4) . . . . ? C9 C3 C4 N5 176.6(4) . . . . ? N2 C3 C4 C10 180.0(4) . . . . ? C9 C3 C4 C10 -3.2(7) . . . . ? N2 C1 N5 C4 -0.2(4) . . . . ? Rh1 C1 N5 C4 -179.2(3) . . . . ? N2 C1 N5 C11 -179.0(3) . . . . ? Rh1 C1 N5 C11 2.0(5) . . . . ? C3 C4 N5 C1 0.2(4) . . . . ? C10 C4 N5 C1 -179.9(3) . . . . ? C3 C4 N5 C11 178.9(3) . . . . ? C10 C4 N5 C11 -1.2(6) . . . . ? C1 N2 C6 C8 -107.2(4) . . . . ? C3 N2 C6 C8 62.7(5) . . . . ? C1 N2 C6 C7 124.7(4) . . . . ? C3 N2 C6 C7 -65.4(5) . . . . ? C1 N5 C11 C13 108.5(4) . . . . ? C4 N5 C11 C13 -70.0(4) . . . . ? C1 N5 C11 C12 -122.7(4) . . . . ? C4 N5 C11 C12 58.7(5) . . . . ? C1 Rh1 C21 C22 84.4(2) . . . . ? O1 Rh1 C21 C22 -162.9(4) . . . . ? C26 Rh1 C21 C22 -113.8(2) . . . . ? C25 Rh1 C21 C22 -78.2(2) . . . . ? C1 Rh1 C21 C28 -158.5(3) . . . . ? O1 Rh1 C21 C28 -45.8(6) . . . . ? C22 Rh1 C21 C28 117.1(4) . . . . ? C26 Rh1 C21 C28 3.3(3) . . . . ? C25 Rh1 C21 C28 38.9(3) . . . . ? C28 C21 C22 C23 -5.2(6) . . . . ? Rh1 C21 C22 C23 100.1(4) . . . . ? C28 C21 C22 Rh1 -105.3(4) . . . . ? C1 Rh1 C22 C21 -97.6(2) . . . . ? O1 Rh1 C22 C21 170.0(2) . . . . ? C26 Rh1 C22 C21 65.9(2) . . . . ? C25 Rh1 C22 C21 99.3(2) . . . . ? C1 Rh1 C22 C23 137.7(3) . . . . ? O1 Rh1 C22 C23 45.3(5) . . . . ? C21 Rh1 C22 C23 -124.7(4) . . . . ? C26 Rh1 C22 C23 -58.8(3) . . . . ? C25 Rh1 C22 C23 -25.4(3) . . . . ? C21 C22 C23 C24 -42.0(6) . . . . ? Rh1 C22 C23 C24 39.4(4) . . . . ? C22 C23 C24 C25 -33.6(5) . . . . ? C23 C24 C25 C26 91.8(4) . . . . ? C23 C24 C25 Rh1 11.0(4) . . . . ? C1 Rh1 C25 C26 177.7(4) . . . . ? O1 Rh1 C25 C26 89.9(3) . . . . ? C22 Rh1 C25 C26 -113.6(3) . . . . ? C21 Rh1 C25 C26 -75.7(3) . . . . ? C1 Rh1 C25 C24 -60.6(6) . . . . ? O1 Rh1 C25 C24 -148.4(3) . . . . ? C22 Rh1 C25 C24 8.1(3) . . . . ? C21 Rh1 C25 C24 46.0(3) . . . . ? C26 Rh1 C25 C24 121.7(4) . . . . ? C24 C25 C26 C27 -1.2(5) . . . . ? Rh1 C25 C26 C27 100.6(3) . . . . ? C24 C25 C26 Rh1 -101.8(3) . . . . ? C1 Rh1 C26 C25 -177.7(4) . . . . ? O1 Rh1 C26 C25 -89.3(3) . . . . ? C22 Rh1 C26 C25 66.5(3) . . . . ? C21 Rh1 C26 C25 101.6(3) . . . . ? C1 Rh1 C26 C27 59.4(6) . . . . ? O1 Rh1 C26 C27 147.8(3) . . . . ? C22 Rh1 C26 C27 -56.4(3) . . . . ? C21 Rh1 C26 C27 -21.3(3) . . . . ? C25 Rh1 C26 C27 -122.9(4) . . . . ? C25 C26 C27 C28 -44.8(5) . . . . ? Rh1 C26 C27 C28 36.4(4) . . . . ? C26 C27 C28 C21 -34.8(5) . . . . ? C22 C21 C28 C27 95.2(5) . . . . ? Rh1 C21 C28 C27 15.6(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.014 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.122