Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Thomas Braun' 'Beate Neumann' 'Daniel Noveski' 'Anja Stammler' 'Hans-Georg Stammler' _publ_contact_author_name 'Dr Thomas Braun' _publ_contact_author_address ; Fakultat fur Chemie Universitat Bielefeld Universitatsstr. 25 Bielefeld D-33615 GERMANY ; _publ_contact_author_email THOMAS.BRAUN@UNI-BIELEFELD.DE _publ_requested_journal 'Dalton Transactions' _publ_section_title ; C-F or C-H bond activation and C-C coupling reactions of fluorinated pyridines at rhodium: synthesis, structure and reactivity of a variety of tetrafluoropyridyl complexes ; _publ_contact_letter ; Please consider this CIF submission for deposition To: DALTON@RSC.ORG Subject: Depositing Crystal Structure Data Dear Madam or Sir, please find enclosed the crystallographic data of compound3 'C23 H45 F4 N P3 Rh' compound4a 'C18 H30 F4 N O P2 Rh' compound5 'C22 H39 F4 N2 P2 Rh' compound6a 'C18 H33 F4 I N P2 Rh' compound8a 'C19 H33 F4 I N O P2 Rh' compound9 'C20 H36 F4 I2 N O P2 Rh' for deposition in your data file. With kind regards Beate Neumann ; data_compound3 _database_code_depnum_ccdc_archive 'CCDC 250846' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H45 F4 N P3 Rh' _chemical_formula_sum 'C23 H45 F4 N P3 Rh' _chemical_formula_weight 607.42 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/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 15.35100(10) _cell_length_b 10.44300(10) _cell_length_c 17.9440(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.2740(4) _cell_angle_gamma 90.00 _cell_volume 2839.01(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8649 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 30.034 _exptl_crystal_description needles _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.808 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.8296 _exptl_absorpt_correction_T_max 0.9531 _exptl_absorpt_process_details 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 'Kappa CCD' _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 63558 _diffrn_reflns_av_R_equivalents 0.036 _diffrn_reflns_av_sigmaI/netI 0.0329 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 29.99 _reflns_number_total 8244 _reflns_number_gt 7043 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL-PLUS(1990) _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0282P)^2^+0.8032P] 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 8244 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0250 _refine_ls_wR_factor_ref 0.0601 _refine_ls_wR_factor_gt 0.0569 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 0.254034(7) 0.391009(10) 0.329092(6) 0.01279(4) Uani 1 1 d . . . P1 P 0.13402(2) 0.29993(3) 0.37565(2) 0.01594(8) Uani 1 1 d . . . P2 P 0.27465(2) 0.55673(3) 0.41449(2) 0.01468(7) Uani 1 1 d . . . P3 P 0.34090(2) 0.47540(3) 0.24777(2) 0.01439(7) Uani 1 1 d . . . N1 N 0.25926(9) -0.03582(11) 0.21308(7) 0.0215(3) Uani 1 1 d . . . F1 F 0.37532(6) 0.14744(8) 0.36601(5) 0.02252(18) Uani 1 1 d . . . F2 F 0.37260(6) -0.08488(8) 0.30566(5) 0.0255(2) Uani 1 1 d . . . F3 F 0.14529(6) 0.01337(9) 0.12206(5) 0.0278(2) Uani 1 1 d . . . F4 F 0.14050(6) 0.25596(8) 0.16807(5) 0.02344(19) Uani 1 1 d . . . C1 C 0.31508(9) 0.12452(13) 0.30293(8) 0.0176(3) Uani 1 1 d . . . C2 C 0.31447(10) 0.00348(13) 0.27269(9) 0.0194(3) Uani 1 1 d . . . C3 C 0.20344(10) 0.05169(14) 0.18237(8) 0.0204(3) Uani 1 1 d . . . C4 C 0.20093(9) 0.17603(13) 0.20834(8) 0.0180(3) Uani 1 1 d . . . C5 C 0.25573(9) 0.21929(13) 0.27258(8) 0.0165(3) Uani 1 1 d . . . C6 C 0.03422(9) 0.31954(15) 0.30472(9) 0.0234(3) Uani 1 1 d . . . H6A H 0.0406 0.2686 0.2594 0.028 Uiso 1 1 calc R . . H6B H -0.0173 0.2858 0.3254 0.028 Uiso 1 1 calc R . . C7 C 0.01711(11) 0.45942(17) 0.28179(11) 0.0354(4) Uani 1 1 d . . . H7A H -0.0371 0.4653 0.2447 0.053 Uiso 1 1 calc R . . H7B H 0.0669 0.4923 0.2595 0.053 Uiso 1 1 calc R . . H7C H 0.0106 0.5103 0.3265 0.053 Uiso 1 1 calc R . . C8 C 0.09519(11) 0.34860(16) 0.46411(9) 0.0260(3) Uani 1 1 d . . . H8A H 0.1427 0.3286 0.5067 0.031 Uiso 1 1 calc R . . H8B H 0.0878 0.4428 0.4629 0.031 Uiso 1 1 calc R . . C9 C 0.01001(11) 0.29004(18) 0.48179(10) 0.0318(4) Uani 1 1 d . . . H9A H 0.0000 0.3189 0.5317 0.048 Uiso 1 1 calc R . . H9B H 0.0147 0.1965 0.4815 0.048 Uiso 1 1 calc R . . H9C H -0.0395 0.3171 0.4435 0.048 Uiso 1 1 calc R . . C10 C 0.13368(10) 0.12486(13) 0.38925(9) 0.0195(3) Uani 1 1 d . . . H10A H 0.0734 0.0976 0.3953 0.023 Uiso 1 1 calc R . . H10B H 0.1482 0.0829 0.3433 0.023 Uiso 1 1 calc R . . C11 C 0.19861(12) 0.07893(17) 0.45746(10) 0.0301(4) Uani 1 1 d . . . H11A H 0.1984 -0.0149 0.4591 0.045 Uiso 1 1 calc R . . H11B H 0.1811 0.1129 0.5038 0.045 Uiso 1 1 calc R . . H11C H 0.2581 0.1092 0.4533 0.045 Uiso 1 1 calc R . . C12 C 0.29948(10) 0.49602(15) 0.51196(8) 0.0223(3) Uani 1 1 d . . . H12A H 0.3129 0.5693 0.5470 0.027 Uiso 1 1 calc R . . H12B H 0.2466 0.4521 0.5247 0.027 Uiso 1 1 calc R . . C13 C 0.37711(12) 0.40332(16) 0.52348(10) 0.0319(4) Uani 1 1 d . . . H13A H 0.3835 0.3666 0.5743 0.048 Uiso 1 1 calc R . . H13B H 0.4313 0.4492 0.5175 0.048 Uiso 1 1 calc R . . H13C H 0.3665 0.3345 0.4860 0.048 Uiso 1 1 calc R . . C14 C 0.18470(10) 0.67069(14) 0.42150(9) 0.0218(3) Uani 1 1 d . . . H14A H 0.1312 0.6221 0.4284 0.026 Uiso 1 1 calc R . . H14B H 0.2017 0.7247 0.4669 0.026 Uiso 1 1 calc R . . C15 C 0.16248(11) 0.75710(16) 0.35285(10) 0.0289(4) Uani 1 1 d . . . H15A H 0.1101 0.8082 0.3575 0.043 Uiso 1 1 calc R . . H15B H 0.1507 0.7045 0.3071 0.043 Uiso 1 1 calc R . . H15C H 0.2124 0.8143 0.3497 0.043 Uiso 1 1 calc R . . C16 C 0.36923(9) 0.66711(13) 0.41590(8) 0.0174(3) Uani 1 1 d . . . H16A H 0.4238 0.6150 0.4231 0.021 Uiso 1 1 calc R . . H16B H 0.3641 0.7074 0.3654 0.021 Uiso 1 1 calc R . . C17 C 0.38124(11) 0.77406(15) 0.47492(9) 0.0265(3) Uani 1 1 d . . . H17A H 0.4346 0.8230 0.4705 0.040 Uiso 1 1 calc R . . H17B H 0.3869 0.7366 0.5256 0.040 Uiso 1 1 calc R . . H17C H 0.3299 0.8311 0.4666 0.040 Uiso 1 1 calc R . . C18 C 0.45923(9) 0.50478(14) 0.28138(8) 0.0180(3) Uani 1 1 d . . . H18A H 0.4887 0.5256 0.2377 0.022 Uiso 1 1 calc R . . H18B H 0.4656 0.5796 0.3157 0.022 Uiso 1 1 calc R . . C19 C 0.50472(10) 0.38937(15) 0.32290(10) 0.0255(3) Uani 1 1 d . . . H19A H 0.5672 0.4091 0.3398 0.038 Uiso 1 1 calc R . . H19B H 0.4997 0.3155 0.2888 0.038 Uiso 1 1 calc R . . H19C H 0.4765 0.3694 0.3668 0.038 Uiso 1 1 calc R . . C20 C 0.34804(10) 0.37892(13) 0.16261(8) 0.0184(3) Uani 1 1 d . . . H20A H 0.3759 0.2960 0.1792 0.022 Uiso 1 1 calc R . . H20B H 0.2872 0.3603 0.1374 0.022 Uiso 1 1 calc R . . C21 C 0.39869(11) 0.43660(15) 0.10375(8) 0.0237(3) Uani 1 1 d . . . H21A H 0.3958 0.3780 0.0608 0.036 Uiso 1 1 calc R . . H21B H 0.4605 0.4498 0.1265 0.036 Uiso 1 1 calc R . . H21C H 0.3722 0.5189 0.0864 0.036 Uiso 1 1 calc R . . C22 C 0.30414(10) 0.63088(13) 0.20568(9) 0.0190(3) Uani 1 1 d . . . H22A H 0.3014 0.6934 0.2467 0.023 Uiso 1 1 calc R . . H22B H 0.3484 0.6621 0.1755 0.023 Uiso 1 1 calc R . . C23 C 0.21368(11) 0.62552(15) 0.15496(9) 0.0254(3) Uani 1 1 d . . . H23A H 0.2181 0.5748 0.1098 0.038 Uiso 1 1 calc R . . H23B H 0.1944 0.7126 0.1400 0.038 Uiso 1 1 calc R . . H23C H 0.1707 0.5858 0.1827 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 0.01353(6) 0.01160(6) 0.01288(6) -0.00080(4) 0.00099(4) 0.00028(4) P1 0.01509(16) 0.01597(17) 0.01651(17) -0.00038(14) 0.00177(13) -0.00075(13) P2 0.01486(16) 0.01490(17) 0.01397(16) -0.00144(14) 0.00141(13) 0.00081(13) P3 0.01624(16) 0.01287(16) 0.01382(16) -0.00061(13) 0.00174(13) 0.00041(13) N1 0.0288(7) 0.0151(6) 0.0222(6) -0.0032(5) 0.0090(5) -0.0034(5) F1 0.0232(4) 0.0196(4) 0.0225(4) -0.0002(4) -0.0031(3) 0.0019(4) F2 0.0290(5) 0.0149(4) 0.0337(5) 0.0031(4) 0.0081(4) 0.0051(4) F3 0.0353(5) 0.0280(5) 0.0192(4) -0.0076(4) 0.0016(4) -0.0098(4) F4 0.0245(4) 0.0234(4) 0.0204(4) 0.0015(4) -0.0026(3) 0.0013(4) C1 0.0185(7) 0.0173(7) 0.0174(7) 0.0006(5) 0.0041(5) -0.0016(5) C2 0.0222(7) 0.0136(6) 0.0243(7) 0.0030(6) 0.0098(6) 0.0013(6) C3 0.0254(7) 0.0210(7) 0.0157(7) -0.0042(6) 0.0065(6) -0.0077(6) C4 0.0196(7) 0.0170(7) 0.0178(7) 0.0020(6) 0.0042(5) -0.0006(6) C5 0.0185(6) 0.0154(6) 0.0167(7) -0.0001(5) 0.0059(5) -0.0018(5) C6 0.0152(7) 0.0286(8) 0.0253(8) 0.0044(7) -0.0002(6) -0.0006(6) C7 0.0218(8) 0.0359(10) 0.0461(11) 0.0164(9) -0.0014(7) 0.0053(7) C8 0.0291(8) 0.0255(8) 0.0259(8) -0.0041(7) 0.0120(6) -0.0025(7) C9 0.0250(8) 0.0409(10) 0.0325(9) -0.0015(8) 0.0134(7) -0.0033(7) C10 0.0192(7) 0.0186(7) 0.0205(7) 0.0011(6) 0.0028(6) -0.0034(6) C11 0.0349(9) 0.0283(8) 0.0258(8) 0.0070(7) 0.0007(7) 0.0047(7) C12 0.0231(7) 0.0285(8) 0.0148(7) 0.0001(6) 0.0018(5) -0.0068(6) C13 0.0424(10) 0.0270(8) 0.0230(8) 0.0088(7) -0.0051(7) 0.0034(7) C14 0.0202(7) 0.0198(7) 0.0261(8) -0.0058(6) 0.0057(6) 0.0025(6) C15 0.0269(8) 0.0249(8) 0.0332(9) -0.0021(7) -0.0002(7) 0.0089(7) C16 0.0191(7) 0.0157(6) 0.0170(7) -0.0021(5) 0.0018(5) -0.0007(5) C17 0.0285(8) 0.0246(8) 0.0258(8) -0.0070(7) 0.0024(6) -0.0062(7) C18 0.0174(6) 0.0197(7) 0.0171(7) -0.0027(6) 0.0031(5) -0.0012(6) C19 0.0195(7) 0.0289(8) 0.0270(8) 0.0044(7) 0.0007(6) 0.0014(6) C20 0.0236(7) 0.0161(7) 0.0159(7) -0.0012(5) 0.0043(6) 0.0002(6) C21 0.0285(8) 0.0249(8) 0.0185(7) -0.0031(6) 0.0065(6) -0.0032(7) C22 0.0237(7) 0.0146(6) 0.0186(7) 0.0007(5) 0.0029(6) 0.0012(6) C23 0.0276(8) 0.0231(8) 0.0231(8) 0.0012(6) -0.0029(6) 0.0050(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C5 2.0623(14) . ? Rh1 P2 2.2994(4) . ? Rh1 P3 2.3047(4) . ? Rh1 P1 2.3437(4) . ? P1 C6 1.8386(15) . ? P1 C10 1.8446(15) . ? P1 C8 1.8542(16) . ? P2 C12 1.8416(15) . ? P2 C14 1.8425(14) . ? P2 C16 1.8508(14) . ? P3 C22 1.8407(14) . ? P3 C18 1.8451(14) . ? P3 C20 1.8483(14) . ? N1 C3 1.312(2) . ? N1 C2 1.319(2) . ? F1 C1 1.3625(17) . ? F2 C2 1.3519(17) . ? F3 C3 1.3480(17) . ? F4 C4 1.3651(16) . ? C1 C2 1.375(2) . ? C1 C5 1.395(2) . ? C3 C4 1.382(2) . ? C4 C5 1.388(2) . ? C6 C7 1.529(2) . ? C8 C9 1.523(2) . ? C10 C11 1.526(2) . ? C12 C13 1.523(2) . ? C14 C15 1.521(2) . ? C16 C17 1.530(2) . ? C18 C19 1.526(2) . ? C20 C21 1.532(2) . ? C22 C23 1.534(2) . ? 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 C5 Rh1 P2 166.13(4) . . ? C5 Rh1 P3 88.09(4) . . ? P2 Rh1 P3 95.892(13) . . ? C5 Rh1 P1 83.99(4) . . ? P2 Rh1 P1 95.714(13) . . ? P3 Rh1 P1 161.652(13) . . ? C6 P1 C10 100.50(7) . . ? C6 P1 C8 102.42(8) . . ? C10 P1 C8 98.64(7) . . ? C6 P1 Rh1 108.86(5) . . ? C10 P1 Rh1 117.94(5) . . ? C8 P1 Rh1 124.99(5) . . ? C12 P2 C14 101.55(7) . . ? C12 P2 C16 99.18(7) . . ? C14 P2 C16 101.05(7) . . ? C12 P2 Rh1 111.04(5) . . ? C14 P2 Rh1 120.50(5) . . ? C16 P2 Rh1 120.08(5) . . ? C22 P3 C18 102.01(7) . . ? C22 P3 C20 101.35(7) . . ? C18 P3 C20 100.05(7) . . ? C22 P3 Rh1 115.26(5) . . ? C18 P3 Rh1 119.75(5) . . ? C20 P3 Rh1 115.63(5) . . ? C3 N1 C2 114.51(12) . . ? F1 C1 C2 116.74(13) . . ? F1 C1 C5 120.85(12) . . ? C2 C1 C5 122.39(14) . . ? N1 C2 F2 115.80(12) . . ? N1 C2 C1 124.67(14) . . ? F2 C2 C1 119.52(13) . . ? N1 C3 F3 115.70(13) . . ? N1 C3 C4 124.38(13) . . ? F3 C3 C4 119.92(14) . . ? F4 C4 C3 116.71(12) . . ? F4 C4 C5 120.64(12) . . ? C3 C4 C5 122.65(13) . . ? C4 C5 C1 111.31(13) . . ? C4 C5 Rh1 129.58(11) . . ? C1 C5 Rh1 118.95(10) . . ? C7 C6 P1 112.37(11) . . ? C9 C8 P1 118.27(12) . . ? C11 C10 P1 113.72(11) . . ? C13 C12 P2 112.67(11) . . ? C15 C14 P2 113.61(11) . . ? C17 C16 P2 118.10(11) . . ? C19 C18 P3 112.17(10) . . ? C21 C20 P3 117.38(10) . . ? C23 C22 P3 113.56(10) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.595 _refine_diff_density_min -0.669 _refine_diff_density_rms 0.070 #========================================================================= data_compound4a _database_code_depnum_ccdc_archive 'CCDC 250847' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H30 F4 N O P2 Rh' _chemical_formula_sum 'C18 H30 F4 N O P2 Rh' _chemical_formula_weight 517.28 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' 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 Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.79600(10) _cell_length_b 8.95700(10) _cell_length_c 14.55000(10) _cell_angle_alpha 81.1990(4) _cell_angle_beta 80.9360(3) _cell_angle_gamma 77.7070(4) _cell_volume 1097.553(19) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5864 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 30.034 _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 0.965 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8305 _exptl_absorpt_correction_T_max 0.8930 _exptl_absorpt_process_details 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46459 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 30.00 _reflns_number_total 6218 _reflns_number_gt 5800 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97(Cascarano al.,Acta Cryst.,1996,A52,C-79)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0176P)^2^+0.7987P] 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 6218 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0587 _refine_ls_wR_factor_gt 0.0576 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.189 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.065141(13) 0.722081(13) 0.283326(8) 0.01478(4) Uani 1 1 d . . . P1 P -0.17100(5) 0.75981(5) 0.38002(3) 0.01612(8) Uani 1 1 d . . . P2 P 0.27399(4) 0.73212(4) 0.16531(3) 0.01486(8) Uani 1 1 d . . . F1 F 0.08994(12) 0.35782(11) 0.25956(7) 0.0243(2) Uani 1 1 d . . . F2 F -0.02815(13) 0.22596(12) 0.14036(8) 0.0281(2) Uani 1 1 d . . . F3 F -0.27118(12) 0.68474(12) 0.00615(7) 0.0250(2) Uani 1 1 d . . . F4 F -0.16576(12) 0.84055(11) 0.11774(7) 0.0228(2) Uani 1 1 d . . . O1 O 0.22364(17) 0.85087(17) 0.41214(9) 0.0324(3) Uani 1 1 d . . . N1 N -0.15193(16) 0.45518(17) 0.07467(10) 0.0206(3) Uani 1 1 d . . . C1 C -0.30856(19) 0.6305(2) 0.38354(12) 0.0219(3) Uani 1 1 d . . . H1A H -0.4119 0.6770 0.4155 0.026 Uiso 1 1 calc R . . H1B H -0.3224 0.6220 0.3184 0.026 Uiso 1 1 calc R . . C2 C -0.2567(2) 0.4700(2) 0.43334(15) 0.0317(4) Uani 1 1 d . . . H2A H -0.1550 0.4224 0.4018 0.047 Uiso 1 1 calc R . . H2B H -0.3346 0.4072 0.4316 0.047 Uiso 1 1 calc R . . H2C H -0.2470 0.4767 0.4987 0.047 Uiso 1 1 calc R . . C3 C -0.2886(2) 0.94554(19) 0.33694(12) 0.0234(3) Uani 1 1 d . . . H3A H -0.3020 0.9440 0.2708 0.028 Uiso 1 1 calc R . . H3B H -0.3941 0.9583 0.3739 0.028 Uiso 1 1 calc R . . C4 C -0.2161(3) 1.0835(2) 0.34291(15) 0.0333(4) Uani 1 1 d . . . H4A H -0.2092 1.0901 0.4087 0.050 Uiso 1 1 calc R . . H4B H -0.2819 1.1780 0.3165 0.050 Uiso 1 1 calc R . . H4C H -0.1108 1.0711 0.3074 0.050 Uiso 1 1 calc R . . C5 C -0.16595(19) 0.7718(2) 0.50407(11) 0.0207(3) Uani 1 1 d . . . H5A H -0.1147 0.6699 0.5330 0.025 Uiso 1 1 calc R . . H5B H -0.0991 0.8461 0.5078 0.025 Uiso 1 1 calc R . . C6 C -0.3242(2) 0.8198(2) 0.56252(12) 0.0257(3) Uani 1 1 d . . . H6A H -0.3752 0.9223 0.5363 0.039 Uiso 1 1 calc R . . H6B H -0.3082 0.8224 0.6273 0.039 Uiso 1 1 calc R . . H6C H -0.3910 0.7455 0.5614 0.039 Uiso 1 1 calc R . . C7 C 0.41715(18) 0.84381(18) 0.18320(11) 0.0188(3) Uani 1 1 d . . . H7A H 0.4588 0.8016 0.2432 0.023 Uiso 1 1 calc R . . H7B H 0.5061 0.8323 0.1321 0.023 Uiso 1 1 calc R . . C8 C 0.3464(2) 1.01547(19) 0.18511(12) 0.0220(3) Uani 1 1 d . . . H8A H 0.3188 1.0614 0.1229 0.033 Uiso 1 1 calc R . . H8B H 0.4233 1.0674 0.2024 0.033 Uiso 1 1 calc R . . H8C H 0.2520 1.0273 0.2312 0.033 Uiso 1 1 calc R . . C9 C 0.39345(18) 0.54518(18) 0.14056(11) 0.0186(3) Uani 1 1 d . . . H9A H 0.3283 0.4860 0.1166 0.022 Uiso 1 1 calc R . . H9B H 0.4809 0.5620 0.0907 0.022 Uiso 1 1 calc R . . C10 C 0.4608(2) 0.4505(2) 0.22647(13) 0.0262(4) Uani 1 1 d . . . H10A H 0.5352 0.5028 0.2462 0.039 Uiso 1 1 calc R . . H10B H 0.5151 0.3484 0.2107 0.039 Uiso 1 1 calc R . . H10C H 0.3755 0.4395 0.2776 0.039 Uiso 1 1 calc R . . C11 C 0.21158(18) 0.82075(18) 0.05169(11) 0.0182(3) Uani 1 1 d . . . H11A H 0.1436 0.7580 0.0337 0.022 Uiso 1 1 calc R . . H11B H 0.1468 0.9239 0.0597 0.022 Uiso 1 1 calc R . . C12 C 0.3430(2) 0.8387(2) -0.02910(12) 0.0222(3) Uani 1 1 d . . . H12A H 0.4053 0.9091 -0.0153 0.033 Uiso 1 1 calc R . . H12B H 0.2973 0.8805 -0.0871 0.033 Uiso 1 1 calc R . . H12C H 0.4105 0.7380 -0.0367 0.033 Uiso 1 1 calc R . . C13 C -0.03019(17) 0.60989(18) 0.19677(11) 0.0158(3) Uani 1 1 d . . . C14 C -0.00187(18) 0.45034(18) 0.19822(11) 0.0180(3) Uani 1 1 d . . . C15 C -0.06209(19) 0.38043(18) 0.13758(12) 0.0200(3) Uani 1 1 d . . . C16 C -0.18135(18) 0.60581(19) 0.07150(11) 0.0189(3) Uani 1 1 d . . . C17 C -0.12567(18) 0.68438(18) 0.12929(11) 0.0174(3) Uani 1 1 d . . . C18 C 0.16085(19) 0.80482(19) 0.36257(11) 0.0199(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Rh1 0.01476(6) 0.01621(6) 0.01412(6) -0.00410(4) -0.00117(4) -0.00359(4) P1 0.01578(18) 0.01731(18) 0.01527(18) -0.00449(14) -0.00012(14) -0.00283(14) P2 0.01403(17) 0.01609(17) 0.01504(18) -0.00404(14) -0.00092(13) -0.00343(14) F1 0.0274(5) 0.0194(5) 0.0262(5) -0.0016(4) -0.0100(4) -0.0007(4) F2 0.0361(6) 0.0189(5) 0.0320(6) -0.0079(4) -0.0056(5) -0.0073(4) F3 0.0225(5) 0.0331(5) 0.0202(5) -0.0029(4) -0.0087(4) -0.0030(4) F4 0.0239(5) 0.0158(4) 0.0288(5) -0.0037(4) -0.0090(4) 0.0005(4) O1 0.0421(8) 0.0411(8) 0.0222(6) -0.0069(6) -0.0056(6) -0.0231(6) N1 0.0190(6) 0.0263(7) 0.0189(7) -0.0073(5) 0.0001(5) -0.0082(5) C1 0.0172(7) 0.0258(8) 0.0243(8) -0.0065(6) 0.0001(6) -0.0077(6) C2 0.0355(10) 0.0233(9) 0.0377(10) -0.0035(7) -0.0014(8) -0.0115(8) C3 0.0235(8) 0.0217(8) 0.0201(8) -0.0024(6) 0.0004(6) 0.0038(6) C4 0.0456(12) 0.0184(8) 0.0323(10) -0.0010(7) -0.0027(8) -0.0016(8) C5 0.0212(8) 0.0250(8) 0.0155(7) -0.0046(6) -0.0001(6) -0.0039(6) C6 0.0262(9) 0.0307(9) 0.0183(8) -0.0052(7) 0.0035(6) -0.0046(7) C7 0.0163(7) 0.0207(7) 0.0205(7) -0.0047(6) -0.0013(6) -0.0055(6) C8 0.0233(8) 0.0196(7) 0.0235(8) -0.0034(6) -0.0007(6) -0.0064(6) C9 0.0176(7) 0.0174(7) 0.0202(7) -0.0051(6) -0.0009(6) -0.0013(6) C10 0.0305(9) 0.0201(8) 0.0275(9) -0.0019(7) -0.0079(7) -0.0012(7) C11 0.0179(7) 0.0205(7) 0.0155(7) -0.0011(6) -0.0023(5) -0.0026(6) C12 0.0229(8) 0.0241(8) 0.0179(7) -0.0001(6) 0.0003(6) -0.0046(6) C13 0.0133(6) 0.0195(7) 0.0151(7) -0.0048(5) 0.0001(5) -0.0039(5) C14 0.0170(7) 0.0201(7) 0.0163(7) -0.0020(6) -0.0016(5) -0.0029(6) C15 0.0216(8) 0.0181(7) 0.0212(8) -0.0058(6) 0.0015(6) -0.0064(6) C16 0.0141(7) 0.0277(8) 0.0151(7) -0.0041(6) -0.0007(5) -0.0042(6) C17 0.0136(7) 0.0189(7) 0.0192(7) -0.0047(6) 0.0007(5) -0.0022(5) C18 0.0219(8) 0.0228(8) 0.0159(7) -0.0032(6) 0.0009(6) -0.0079(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C18 1.8494(16) . ? Rh1 C13 2.0924(15) . ? Rh1 P1 2.3095(4) . ? Rh1 P2 2.3153(4) . ? P1 C5 1.8326(16) . ? P1 C1 1.8347(17) . ? P1 C3 1.8394(17) . ? P2 C9 1.8313(16) . ? P2 C11 1.8339(16) . ? P2 C7 1.8368(16) . ? F1 C14 1.3606(18) . ? F2 C15 1.3476(19) . ? F3 C16 1.3495(18) . ? F4 C17 1.3586(18) . ? O1 C18 1.144(2) . ? N1 C15 1.314(2) . ? N1 C16 1.314(2) . ? C1 C2 1.519(3) . ? C3 C4 1.526(3) . ? C5 C6 1.526(2) . ? C7 C8 1.534(2) . ? C9 C10 1.526(2) . ? C11 C12 1.529(2) . ? C13 C17 1.391(2) . ? C13 C14 1.395(2) . ? C14 C15 1.381(2) . ? C16 C17 1.378(2) . ? 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 C18 Rh1 C13 174.95(7) . . ? C18 Rh1 P1 91.54(5) . . ? C13 Rh1 P1 90.48(4) . . ? C18 Rh1 P2 91.79(5) . . ? C13 Rh1 P2 87.26(4) . . ? P1 Rh1 P2 166.954(15) . . ? C5 P1 C1 103.54(8) . . ? C5 P1 C3 104.71(8) . . ? C1 P1 C3 101.01(8) . . ? C5 P1 Rh1 117.81(6) . . ? C1 P1 Rh1 119.51(6) . . ? C3 P1 Rh1 108.12(6) . . ? C9 P2 C11 103.78(7) . . ? C9 P2 C7 104.13(7) . . ? C11 P2 C7 103.80(7) . . ? C9 P2 Rh1 115.27(5) . . ? C11 P2 Rh1 112.73(5) . . ? C7 P2 Rh1 115.74(5) . . ? C15 N1 C16 115.23(14) . . ? C2 C1 P1 114.02(13) . . ? C4 C3 P1 113.56(13) . . ? C6 C5 P1 116.18(12) . . ? C8 C7 P2 112.71(11) . . ? C10 C9 P2 112.99(11) . . ? C12 C11 P2 116.03(11) . . ? C17 C13 C14 111.69(14) . . ? C17 C13 Rh1 124.52(11) . . ? C14 C13 Rh1 123.77(11) . . ? F1 C14 C15 117.60(14) . . ? F1 C14 C13 120.19(14) . . ? C15 C14 C13 122.19(15) . . ? N1 C15 F2 115.93(14) . . ? N1 C15 C14 124.21(15) . . ? F2 C15 C14 119.86(15) . . ? N1 C16 F3 116.09(14) . . ? N1 C16 C17 124.16(15) . . ? F3 C16 C17 119.75(15) . . ? F4 C17 C16 117.53(14) . . ? F4 C17 C13 119.96(14) . . ? C16 C17 C13 122.51(15) . . ? O1 C18 Rh1 177.49(16) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.868 _refine_diff_density_min -0.999 _refine_diff_density_rms 0.085 #========================================================================= data_compound5 _database_code_depnum_ccdc_archive 'CCDC 250848' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H39 F4 N2 P2 Rh' _chemical_formula_sum 'C22 H39 F4 N2 P2 Rh' _chemical_formula_weight 572.40 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.536(4) _cell_length_b 14.290(4) _cell_length_c 13.958(3) _cell_angle_alpha 90 _cell_angle_beta 94.480(19) _cell_angle_gamma 90 _cell_volume 2691.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 32 _cell_measurement_theta_min 3.199 _cell_measurement_theta_max 14.293 _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.792 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.762101 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS - Bruker Nonius V2.06' _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27837 _diffrn_reflns_av_R_equivalents 0.0484 _diffrn_reflns_av_sigmaI/netI 0.0323 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4726 _reflns_number_gt 3740 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EVALCCD (Duisenberg,1998,Thesis.Utrecht University.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0167P)^2^+4.9874P] 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 4726 _refine_ls_number_parameters 284 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0708 _refine_ls_wR_factor_gt 0.0626 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.033800(17) 0.124242(18) 0.785193(18) 0.01866(8) Uani 1 1 d . A . P1 P 0.04777(6) 0.28217(6) 0.80943(6) 0.02115(19) Uani 1 1 d . . . P2 P 0.01491(7) -0.02880(6) 0.74056(7) 0.0285(2) Uani 1 1 d . . . F1 F 0.16379(16) 0.15485(15) 0.59443(14) 0.0393(5) Uani 1 1 d . . . F2 F 0.35822(18) 0.14585(17) 0.57894(17) 0.0536(7) Uani 1 1 d . A . F3 F 0.42156(15) 0.07846(18) 0.89207(17) 0.0517(7) Uani 1 1 d . A . F4 F 0.22989(14) 0.08121(16) 0.92376(14) 0.0383(5) Uani 1 1 d . . . N1 N -0.18262(19) 0.1251(2) 0.8359(2) 0.0293(7) Uani 1 1 d . A . N2 N 0.3899(2) 0.1126(2) 0.7359(2) 0.0360(7) Uani 1 1 d . A . C1 C -0.0576(3) 0.3411(2) 0.8579(2) 0.0267(8) Uani 1 1 d . . . H1A H -0.1163 0.3319 0.8120 0.032 Uiso 1 1 calc R . . H1B H -0.0714 0.3094 0.9185 0.032 Uiso 1 1 calc R . . C2 C -0.0472(3) 0.4457(2) 0.8783(3) 0.0346(9) Uani 1 1 d . . . H2A H 0.0062 0.4560 0.9288 0.052 Uiso 1 1 calc R . . H2B H -0.1096 0.4698 0.8997 0.052 Uiso 1 1 calc R . . H2C H -0.0316 0.4784 0.8197 0.052 Uiso 1 1 calc R . . C3 C 0.0633(4) 0.3448(3) 0.6979(3) 0.0582(14) Uani 1 1 d . . . H3A H 0.0616 0.4129 0.7106 0.070 Uiso 1 1 calc R . . H3B H 0.1292 0.3296 0.6759 0.070 Uiso 1 1 calc R . . C4 C -0.0157(5) 0.3212(4) 0.6184(3) 0.093(2) Uani 1 1 d . . . H4A H -0.0104 0.2550 0.6012 0.140 Uiso 1 1 calc R . . H4B H -0.0062 0.3601 0.5620 0.140 Uiso 1 1 calc R . . H4C H -0.0813 0.3334 0.6407 0.140 Uiso 1 1 calc R . . C5 C 0.1524(3) 0.3248(3) 0.8868(3) 0.0443(11) Uani 1 1 d . . . H5A H 0.2145 0.3016 0.8621 0.053 Uiso 1 1 calc R . . H5B H 0.1535 0.3940 0.8839 0.053 Uiso 1 1 calc R . . C6 C 0.1496(3) 0.2949(4) 0.9907(3) 0.0639(15) Uani 1 1 d . . . H6A H 0.0917 0.3227 1.0177 0.096 Uiso 1 1 calc R . . H6B H 0.2101 0.3160 1.0275 0.096 Uiso 1 1 calc R . . H6C H 0.1452 0.2265 0.9940 0.096 Uiso 1 1 calc R . . C7 C 0.0881(3) -0.0673(4) 0.6457(5) 0.084(2) Uani 1 1 d . A . H7A H 0.0809 -0.0203 0.5936 0.101 Uiso 1 1 calc R . . H7B H 0.1585 -0.0668 0.6710 0.101 Uiso 1 1 calc R . . C8 C 0.0658(3) -0.1641(3) 0.6007(4) 0.0737(18) Uani 1 1 d . . . H8A H 0.0657 -0.2112 0.6517 0.111 Uiso 1 1 calc R A . H8B H 0.1167 -0.1797 0.5572 0.111 Uiso 1 1 calc R . . H8C H 0.0007 -0.1628 0.5647 0.111 Uiso 1 1 calc R . . C9 C 0.0793(5) -0.1139(5) 0.8221(5) 0.0335(19) Uiso 0.536(7) 1 d P A 1 H9A H 0.0681 -0.1782 0.7973 0.040 Uiso 0.536(7) 1 calc PR A 1 H9B H 0.1514 -0.1014 0.8276 0.040 Uiso 0.536(7) 1 calc PR A 1 C10 C 0.0367(7) -0.1032(6) 0.9217(6) 0.047(2) Uiso 0.536(7) 1 d P A 1 H10A H 0.0700 -0.1473 0.9673 0.070 Uiso 0.536(7) 1 calc PR A 1 H10B H -0.0346 -0.1164 0.9155 0.070 Uiso 0.536(7) 1 calc PR A 1 H10C H 0.0477 -0.0391 0.9452 0.070 Uiso 0.536(7) 1 calc PR A 1 C9B C -0.0043(6) -0.1149(6) 0.8438(5) 0.033(2) Uiso 0.464(7) 1 d P A 2 H9B1 H -0.0629 -0.0956 0.8772 0.040 Uiso 0.464(7) 1 calc PR A 2 H9B2 H -0.0167 -0.1784 0.8173 0.040 Uiso 0.464(7) 1 calc PR A 2 C10B C 0.0831(7) -0.1166(6) 0.9122(6) 0.035(2) Uiso 0.464(7) 1 d P A 2 H10D H 0.0723 -0.1608 0.9640 0.053 Uiso 0.464(7) 1 calc PR A 2 H10E H 0.0946 -0.0539 0.9393 0.053 Uiso 0.464(7) 1 calc PR A 2 H10F H 0.1410 -0.1362 0.8792 0.053 Uiso 0.464(7) 1 calc PR A 2 C11 C -0.1166(5) -0.0487(5) 0.6774(6) 0.0178(17) Uiso 0.464(7) 1 d P A 1 H11A H -0.1242 -0.1150 0.6575 0.021 Uiso 0.464(7) 1 calc PR A 1 H11B H -0.1675 -0.0344 0.7225 0.021 Uiso 0.464(7) 1 calc PR A 1 C12 C -0.1309(6) 0.0142(6) 0.5901(5) 0.028(2) Uiso 0.464(7) 1 d P A 1 H12A H -0.1974 0.0047 0.5586 0.042 Uiso 0.464(7) 1 calc PR A 1 H12B H -0.0813 -0.0010 0.5450 0.042 Uiso 0.464(7) 1 calc PR A 1 H12C H -0.1233 0.0797 0.6101 0.042 Uiso 0.464(7) 1 calc PR A 1 C11B C -0.1006(4) -0.0749(5) 0.7117(5) 0.0202(16) Uiso 0.536(7) 1 d P A 2 H11C H -0.0934 -0.1422 0.6969 0.024 Uiso 0.536(7) 1 calc PR A 2 H11D H -0.1397 -0.0701 0.7686 0.024 Uiso 0.536(7) 1 calc PR A 2 C12B C -0.1583(5) -0.0276(5) 0.6266(5) 0.0274(17) Uiso 0.536(7) 1 d P A 2 H12D H -0.2231 -0.0577 0.6148 0.041 Uiso 0.536(7) 1 calc PR A 2 H12E H -0.1212 -0.0334 0.5693 0.041 Uiso 0.536(7) 1 calc PR A 2 H12F H -0.1675 0.0388 0.6412 0.041 Uiso 0.536(7) 1 calc PR A 2 C13 C -0.1011(2) 0.1263(2) 0.8151(2) 0.0239(7) Uani 1 1 d . . . C14 C -0.2886(2) 0.1265(3) 0.8488(3) 0.0292(8) Uani 1 1 d . . . C15 C -0.3395(3) 0.1653(3) 0.7558(3) 0.0376(9) Uani 1 1 d . A . H15A H -0.3127 0.2274 0.7432 0.056 Uiso 1 1 calc R . . H15B H -0.4109 0.1702 0.7621 0.056 Uiso 1 1 calc R . . H15C H -0.3276 0.1233 0.7025 0.056 Uiso 1 1 calc R . . C16 C -0.3050(3) 0.1894(3) 0.9331(3) 0.0521(12) Uani 1 1 d . A . H16A H -0.2727 0.1621 0.9919 0.078 Uiso 1 1 calc R . . H16B H -0.3762 0.1956 0.9398 0.078 Uiso 1 1 calc R . . H16C H -0.2766 0.2512 0.9223 0.078 Uiso 1 1 calc R . . C17 C -0.3208(2) 0.0267(3) 0.8660(3) 0.0342(9) Uani 1 1 d . A . H17A H -0.3070 -0.0122 0.8108 0.051 Uiso 1 1 calc R . . H17B H -0.3920 0.0254 0.8743 0.051 Uiso 1 1 calc R . . H17C H -0.2842 0.0023 0.9240 0.051 Uiso 1 1 calc R . . C18 C 0.1827(2) 0.1192(2) 0.7610(2) 0.0201(7) Uani 1 1 d . . . C19 C 0.2238(2) 0.1350(2) 0.6748(2) 0.0257(7) Uani 1 1 d . A . C20 C 0.3234(3) 0.1307(3) 0.6656(3) 0.0327(8) Uani 1 1 d . . . C21 C 0.3543(2) 0.0972(3) 0.8184(3) 0.0347(9) Uani 1 1 d . . . C22 C 0.2554(2) 0.0994(2) 0.8336(2) 0.0251(8) Uani 1 1 d . A . 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 0.01573(12) 0.01643(13) 0.02334(14) -0.00141(11) -0.00153(9) 0.00006(11) P1 0.0268(4) 0.0180(4) 0.0191(4) -0.0014(3) 0.0054(4) -0.0023(4) P2 0.0399(5) 0.0166(4) 0.0271(5) 0.0003(4) -0.0094(4) 0.0002(4) F1 0.0543(14) 0.0416(13) 0.0222(11) 0.0021(9) 0.0052(9) 0.0146(10) F2 0.0620(15) 0.0519(16) 0.0523(15) 0.0065(12) 0.0388(12) 0.0042(12) F3 0.0207(11) 0.0795(18) 0.0529(15) -0.0147(13) -0.0107(10) 0.0112(11) F4 0.0290(11) 0.0603(14) 0.0252(11) 0.0096(10) -0.0002(9) 0.0081(10) N1 0.0183(15) 0.0234(15) 0.0457(18) -0.0092(15) -0.0004(12) 0.0000(13) N2 0.0231(15) 0.0368(19) 0.050(2) -0.0108(16) 0.0130(14) -0.0064(14) C1 0.0310(19) 0.0234(18) 0.0257(19) -0.0050(15) 0.0026(15) 0.0023(15) C2 0.046(2) 0.0222(19) 0.036(2) -0.0060(16) 0.0082(18) 0.0040(17) C3 0.122(4) 0.021(2) 0.038(3) 0.0093(18) 0.045(3) 0.020(2) C4 0.168(6) 0.095(4) 0.018(2) 0.007(2) 0.008(3) 0.092(4) C5 0.027(2) 0.045(2) 0.063(3) -0.032(2) 0.0137(19) -0.0104(18) C6 0.044(3) 0.100(4) 0.044(3) -0.039(3) -0.020(2) 0.016(3) C7 0.026(2) 0.068(3) 0.161(6) -0.087(4) 0.032(3) -0.014(2) C8 0.032(2) 0.052(3) 0.137(5) -0.067(3) 0.008(3) 0.000(2) C13 0.0214(17) 0.0158(16) 0.0335(19) -0.0038(15) -0.0048(14) 0.0003(15) C14 0.0116(15) 0.0308(19) 0.045(2) -0.0057(18) 0.0011(14) 0.0017(15) C15 0.0243(19) 0.0258(19) 0.062(3) 0.0052(19) -0.0012(18) 0.0010(16) C16 0.026(2) 0.063(3) 0.068(3) -0.029(2) 0.005(2) 0.008(2) C17 0.0215(18) 0.036(2) 0.045(2) 0.0053(18) 0.0026(16) -0.0006(16) C18 0.0213(16) 0.0133(15) 0.0258(17) -0.0031(14) 0.0013(13) -0.0019(14) C19 0.0347(19) 0.0196(18) 0.0231(17) 0.0008(14) 0.0045(14) 0.0038(15) C20 0.040(2) 0.0239(18) 0.038(2) -0.0045(17) 0.0226(17) -0.0050(17) C21 0.0199(18) 0.040(2) 0.044(2) -0.0110(18) -0.0045(17) -0.0003(16) C22 0.0240(17) 0.0266(19) 0.0249(18) -0.0005(14) 0.0033(14) -0.0024(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C13 1.905(3) . ? Rh1 C18 2.071(3) . ? Rh1 P2 2.2828(11) . ? Rh1 P1 2.2876(11) . ? P1 C5 1.818(4) . ? P1 C3 1.822(4) . ? P1 C1 1.831(3) . ? P2 C11B 1.715(6) . ? P2 C7 1.801(5) . ? P2 C9 1.838(7) . ? P2 C9B 1.928(8) . ? P2 C11 1.945(7) . ? F1 C19 1.362(4) . ? F2 C20 1.349(4) . ? F3 C21 1.346(4) . ? F4 C22 1.356(4) . ? N1 C13 1.163(4) . ? N1 C14 1.460(4) . ? N2 C21 1.300(5) . ? N2 C20 1.304(5) . ? C1 C2 1.525(5) . ? C3 C4 1.516(7) . ? C5 C6 1.514(6) . ? C7 C8 1.539(5) . ? C9 C10 1.554(11) . ? C9B C10B 1.461(11) . ? C11 C12 1.515(11) . ? C11B C12B 1.528(9) . ? C14 C16 1.510(5) . ? C14 C17 1.517(5) . ? C14 C15 1.524(5) . ? C18 C19 1.383(4) . ? C18 C22 1.385(4) . ? C19 C20 1.367(5) . ? C21 C22 1.373(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 C13 Rh1 C18 176.54(13) . . ? C13 Rh1 P2 89.18(10) . . ? C18 Rh1 P2 90.69(9) . . ? C13 Rh1 P1 91.27(10) . . ? C18 Rh1 P1 89.31(9) . . ? P2 Rh1 P1 172.58(3) . . ? C5 P1 C3 101.9(2) . . ? C5 P1 C1 102.67(17) . . ? C3 P1 C1 103.57(19) . . ? C5 P1 Rh1 118.04(15) . . ? C3 P1 Rh1 111.82(14) . . ? C1 P1 Rh1 116.79(12) . . ? C11B P2 C7 104.7(3) . . ? C11B P2 C9 105.7(3) . . ? C7 P2 C9 89.5(3) . . ? C11B P2 C9B 75.9(3) . . ? C7 P2 C9B 118.0(3) . . ? C9 P2 C9B 36.9(3) . . ? C11B P2 C11 18.6(3) . . ? C7 P2 C11 99.1(3) . . ? C9 P2 C11 123.8(3) . . ? C9B P2 C11 94.2(3) . . ? C11B P2 Rh1 120.8(2) . . ? C7 P2 Rh1 115.91(17) . . ? C9 P2 Rh1 115.3(2) . . ? C9B P2 Rh1 115.2(2) . . ? C11 P2 Rh1 110.1(2) . . ? C13 N1 C14 172.5(3) . . ? C21 N2 C20 114.7(3) . . ? C2 C1 P1 117.2(3) . . ? C4 C3 P1 113.2(4) . . ? C6 C5 P1 113.4(3) . . ? C8 C7 P2 118.2(4) . . ? C10 C9 P2 107.4(5) . . ? C10B C9B P2 110.5(6) . . ? C12 C11 P2 109.4(5) . . ? C12B C11B P2 114.4(5) . . ? N1 C13 Rh1 177.6(3) . . ? N1 C14 C16 108.0(3) . . ? N1 C14 C17 107.7(3) . . ? C16 C14 C17 112.0(3) . . ? N1 C14 C15 106.4(3) . . ? C16 C14 C15 111.3(3) . . ? C17 C14 C15 111.2(3) . . ? C19 C18 C22 111.0(3) . . ? C19 C18 Rh1 126.8(2) . . ? C22 C18 Rh1 122.2(2) . . ? F1 C19 C20 117.4(3) . . ? F1 C19 C18 119.8(3) . . ? C20 C19 C18 122.8(3) . . ? N2 C20 F2 116.0(3) . . ? N2 C20 C19 124.5(3) . . ? F2 C20 C19 119.6(3) . . ? N2 C21 F3 115.8(3) . . ? N2 C21 C22 124.5(3) . . ? F3 C21 C22 119.8(3) . . ? F4 C22 C21 117.4(3) . . ? F4 C22 C18 120.0(3) . . ? C21 C22 C18 122.5(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.508 _refine_diff_density_min -0.496 _refine_diff_density_rms 0.081 #========================================================================= data_compound6a _database_code_depnum_ccdc_archive 'CCDC 250849' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H33 F4 I N P2 Rh' _chemical_formula_sum 'C18 H33 F4 I N P2 Rh' _chemical_formula_weight 631.20 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P n a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 26.075(3) _cell_length_b 11.3630(10) _cell_length_c 8.0860(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2395.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 112 _cell_measurement_theta_min 3.070 _cell_measurement_theta_max 19.996 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.750 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 2.169 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.703044 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS - Bruker Nonius V2.06' _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49513 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5469 _reflns_number_gt 4968 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EVALCCD (Duisenberg,1998,Thesis.Utrecht University.' _computing_structure_solution 'SIR97(Cascarano al.,Acta Cryst.,1996,A52,C-79)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0092P)^2^+0.8354P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.009(10) _refine_ls_number_reflns 5469 _refine_ls_number_parameters 251 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0276 _refine_ls_R_factor_gt 0.0201 _refine_ls_wR_factor_ref 0.0329 _refine_ls_wR_factor_gt 0.0310 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 I1 I 0.234727(6) 0.264538(13) 0.70003(2) 0.01880(4) Uani 1 1 d . . . Rh1 Rh 0.134443(7) 0.290455(16) 0.78666(2) 0.01225(4) Uani 1 1 d . . . P1 P 0.15113(2) 0.47849(6) 0.90040(8) 0.01526(14) Uani 1 1 d . . . P2 P 0.12244(2) 0.09361(5) 0.69921(10) 0.01492(12) Uani 1 1 d . . . F1 F 0.01163(5) 0.39653(13) 0.6733(2) 0.0276(4) Uani 1 1 d . . . F2 F -0.07237(6) 0.38911(15) 0.8577(2) 0.0338(4) Uani 1 1 d . . . F3 F 0.01060(5) 0.22167(14) 1.2914(2) 0.0277(4) Uani 1 1 d . . . F4 F 0.09998(5) 0.21518(13) 1.12467(18) 0.0231(3) Uani 1 1 d . . . N1 N -0.03142(8) 0.30419(19) 1.0741(3) 0.0215(5) Uani 1 1 d . . . C1 C 0.16966(11) 0.4629(2) 1.1205(3) 0.0205(6) Uani 1 1 d . . . H1A H 0.1830 0.5394 1.1600 0.025 Uiso 1 1 calc R . . H1B H 0.1385 0.4446 1.1857 0.025 Uiso 1 1 calc R . . C2 C 0.20994(10) 0.3680(2) 1.1552(3) 0.0225(6) Uani 1 1 d . . . H2A H 0.1960 0.2906 1.1264 0.034 Uiso 1 1 calc R . . H2B H 0.2190 0.3693 1.2728 0.034 Uiso 1 1 calc R . . H2C H 0.2406 0.3835 1.0886 0.034 Uiso 1 1 calc R . . C3 C 0.09591(10) 0.5788(2) 0.9117(3) 0.0199(6) Uani 1 1 d . . . H3A H 0.0811 0.5863 0.7996 0.024 Uiso 1 1 calc R . . H3B H 0.0695 0.5423 0.9832 0.024 Uiso 1 1 calc R . . C4 C 0.10723(11) 0.7035(2) 0.9781(4) 0.0271(7) Uani 1 1 d . . . H4A H 0.1235 0.6977 1.0870 0.041 Uiso 1 1 calc R . . H4B H 0.0751 0.7476 0.9879 0.041 Uiso 1 1 calc R . . H4C H 0.1303 0.7444 0.9016 0.041 Uiso 1 1 calc R . . C5 C 0.20269(10) 0.5683(2) 0.8101(3) 0.0216(6) Uani 1 1 d . . . H5A H 0.2070 0.6405 0.8773 0.026 Uiso 1 1 calc R . . H5B H 0.2352 0.5236 0.8154 0.026 Uiso 1 1 calc R . . C6 C 0.19241(11) 0.6036(3) 0.6298(3) 0.0281(7) Uani 1 1 d . . . H6A H 0.1914 0.5328 0.5606 0.042 Uiso 1 1 calc R . . H6B H 0.2198 0.6557 0.5911 0.042 Uiso 1 1 calc R . . H6C H 0.1594 0.6447 0.6227 0.042 Uiso 1 1 calc R . . C7 C 0.06011(9) 0.0248(2) 0.7473(3) 0.0183(6) Uani 1 1 d . . . H7A H 0.0639 -0.0617 0.7386 0.022 Uiso 1 1 calc R . . H7B H 0.0511 0.0433 0.8634 0.022 Uiso 1 1 calc R . . C8 C 0.01590(10) 0.0633(2) 0.6363(3) 0.0251(7) Uani 1 1 d . . . H8A H 0.0148 0.1495 0.6312 0.038 Uiso 1 1 calc R . . H8B H -0.0165 0.0338 0.6816 0.038 Uiso 1 1 calc R . . H8C H 0.0210 0.0315 0.5249 0.038 Uiso 1 1 calc R . . C9 C 0.16749(9) -0.0068(2) 0.8026(3) 0.0208(6) Uani 1 1 d . . . H9A H 0.1591 -0.0887 0.7709 0.025 Uiso 1 1 calc R . . H9B H 0.2026 0.0102 0.7629 0.025 Uiso 1 1 calc R . . C10 C 0.16656(11) 0.0031(2) 0.9919(3) 0.0292(7) Uani 1 1 d . . . H10A H 0.1775 0.0822 1.0249 0.044 Uiso 1 1 calc R . . H10B H 0.1899 -0.0553 1.0396 0.044 Uiso 1 1 calc R . . H10C H 0.1317 -0.0113 1.0321 0.044 Uiso 1 1 calc R . . C11 C 0.13205(11) 0.0625(2) 0.4787(3) 0.0231(6) Uani 1 1 d . . . H11A H 0.1059 0.1063 0.4147 0.028 Uiso 1 1 calc R . . H11B H 0.1661 0.0931 0.4457 0.028 Uiso 1 1 calc R . . C12 C 0.12896(12) -0.0687(2) 0.4299(3) 0.0294(7) Uani 1 1 d . . . H12A H 0.1582 -0.1110 0.4774 0.044 Uiso 1 1 calc R . . H12B H 0.1297 -0.0759 0.3092 0.044 Uiso 1 1 calc R . . H12C H 0.0970 -0.1025 0.4723 0.044 Uiso 1 1 calc R . . C13 C 0.06246(9) 0.3029(2) 0.8846(3) 0.0150(5) Uani 1 1 d . . . C14 C 0.01573(9) 0.3483(2) 0.8264(3) 0.0173(6) Uani 1 1 d . . . C15 C -0.02821(9) 0.3463(2) 0.9220(4) 0.0219(6) Uani 1 1 d . . . C16 C 0.01222(10) 0.2635(2) 1.1340(4) 0.0193(6) Uani 1 1 d . . . C17 C 0.05755(9) 0.2609(2) 1.0469(3) 0.0158(5) Uani 1 1 d . . . C18 C 0.11242(10) 0.3522(2) 0.5556(3) 0.0202(6) Uani 1 1 d . . . H18A H 0.0819 0.3093 0.5183 0.030 Uiso 1 1 calc R . . H18B H 0.1404 0.3400 0.4765 0.030 Uiso 1 1 calc R . . H18C H 0.1045 0.4364 0.5629 0.030 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 I1 0.01358(7) 0.02058(8) 0.02224(8) 0.00137(9) 0.00441(8) -0.00091(7) Rh1 0.01137(8) 0.01339(9) 0.01200(9) 0.00236(9) 0.00039(9) -0.00086(8) P1 0.0153(3) 0.0151(3) 0.0154(3) 0.0012(3) -0.0005(3) -0.0010(3) P2 0.0161(3) 0.0148(3) 0.0138(3) 0.0019(4) 0.0012(3) -0.0012(2) F1 0.0227(8) 0.0375(9) 0.0226(10) 0.0070(7) -0.0050(8) 0.0069(7) F2 0.0165(8) 0.0496(11) 0.0352(10) -0.0081(8) -0.0040(7) 0.0125(8) F3 0.0273(9) 0.0376(9) 0.0182(8) 0.0024(9) 0.0069(9) -0.0075(7) F4 0.0189(8) 0.0311(9) 0.0192(8) 0.0089(6) 0.0002(7) 0.0022(7) N1 0.0155(11) 0.0265(13) 0.0225(13) -0.0085(10) 0.0037(10) -0.0020(10) C1 0.0228(14) 0.0214(14) 0.0173(14) 0.0008(11) -0.0031(12) -0.0032(12) C2 0.0205(14) 0.0285(15) 0.0183(16) 0.0018(11) -0.0052(11) -0.0019(12) C3 0.0219(15) 0.0164(14) 0.0215(14) 0.0014(11) -0.0004(12) 0.0019(11) C4 0.0284(16) 0.0181(14) 0.0349(18) -0.0001(13) 0.0015(14) 0.0020(13) C5 0.0215(13) 0.0220(14) 0.0214(17) 0.0005(12) 0.0013(13) -0.0058(11) C6 0.0339(18) 0.0265(16) 0.0239(16) 0.0052(13) 0.0018(13) -0.0106(14) C7 0.0205(13) 0.0179(13) 0.0163(16) -0.0008(9) 0.0036(10) -0.0035(10) C8 0.0202(15) 0.0282(16) 0.0270(16) -0.0009(12) -0.0034(12) -0.0026(12) C9 0.0191(12) 0.0170(13) 0.0265(16) 0.0032(13) 0.0036(14) 0.0015(10) C10 0.0313(17) 0.0250(15) 0.0314(18) 0.0061(13) -0.0073(14) 0.0076(14) C11 0.0275(15) 0.0242(15) 0.0175(14) 0.0021(12) 0.0060(13) -0.0041(13) C12 0.0451(19) 0.0252(15) 0.0179(15) -0.0039(12) 0.0045(14) 0.0002(14) C13 0.0162(13) 0.0119(12) 0.0167(13) -0.0013(10) 0.0000(11) -0.0018(10) C14 0.0171(13) 0.0190(14) 0.0158(15) -0.0012(10) -0.0016(11) 0.0014(11) C15 0.0133(13) 0.0225(15) 0.0298(16) -0.0098(12) -0.0032(12) 0.0029(11) C16 0.0202(14) 0.0197(15) 0.0179(14) -0.0033(12) 0.0037(11) -0.0071(12) C17 0.0120(12) 0.0143(13) 0.0212(14) 0.0008(10) -0.0012(11) -0.0005(10) C18 0.0263(15) 0.0222(14) 0.0122(14) 0.0053(11) -0.0036(12) 0.0008(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Rh1 2.7231(4) . ? Rh1 C13 2.042(2) . ? Rh1 C18 2.077(2) . ? Rh1 P1 2.3665(7) . ? Rh1 P2 2.3666(6) . ? P1 C3 1.839(3) . ? P1 C5 1.839(3) . ? P1 C1 1.852(3) . ? P2 C11 1.835(3) . ? P2 C9 1.838(2) . ? P2 C7 1.845(2) . ? F1 C14 1.358(3) . ? F2 C15 1.354(3) . ? F3 C16 1.360(3) . ? F4 C17 1.375(3) . ? N1 C16 1.320(4) . ? N1 C15 1.323(4) . ? C1 C2 1.531(3) . ? C3 C4 1.544(4) . ? C5 C6 1.536(4) . ? C7 C8 1.525(4) . ? C9 C10 1.535(4) . ? C11 C12 1.544(4) . ? C13 C17 1.402(3) . ? C13 C14 1.405(3) . ? C14 C15 1.382(4) . ? C16 C17 1.376(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 Rh1 C18 94.10(10) . . ? C13 Rh1 P1 87.48(7) . . ? C18 Rh1 P1 95.48(8) . . ? C13 Rh1 P2 93.41(7) . . ? C18 Rh1 P2 90.79(8) . . ? P1 Rh1 P2 173.58(3) . . ? C13 Rh1 I1 171.84(7) . . ? C18 Rh1 I1 94.04(7) . . ? P1 Rh1 I1 91.204(17) . . ? P2 Rh1 I1 87.016(16) . . ? C3 P1 C5 104.37(12) . . ? C3 P1 C1 102.46(12) . . ? C5 P1 C1 104.11(12) . . ? C3 P1 Rh1 115.78(9) . . ? C5 P1 Rh1 118.78(9) . . ? C1 P1 Rh1 109.56(9) . . ? C11 P2 C9 103.60(13) . . ? C11 P2 C7 104.09(12) . . ? C9 P2 C7 101.78(11) . . ? C11 P2 Rh1 117.02(9) . . ? C9 P2 Rh1 111.47(9) . . ? C7 P2 Rh1 117.00(8) . . ? C16 N1 C15 114.4(2) . . ? C2 C1 P1 114.99(18) . . ? C4 C3 P1 115.88(19) . . ? C6 C5 P1 113.20(19) . . ? C8 C7 P2 114.85(17) . . ? C10 C9 P2 113.46(18) . . ? C12 C11 P2 115.26(18) . . ? C17 C13 C14 111.1(2) . . ? C17 C13 Rh1 115.05(17) . . ? C14 C13 Rh1 133.86(19) . . ? F1 C14 C15 116.8(2) . . ? F1 C14 C13 121.5(2) . . ? C15 C14 C13 121.7(2) . . ? N1 C15 F2 115.7(2) . . ? N1 C15 C14 125.4(2) . . ? F2 C15 C14 119.0(2) . . ? N1 C16 F3 116.0(2) . . ? N1 C16 C17 124.1(3) . . ? F3 C16 C17 119.9(2) . . ? F4 C17 C16 117.7(2) . . ? F4 C17 C13 118.9(2) . . ? C16 C17 C13 123.4(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 0.370 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.079 #========================================================================= data_compound8a _database_code_depnum_ccdc_archive 'CCDC 250850' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H33 F4 I N O P2 Rh' _chemical_formula_sum 'C19 H33 F4 I N O P2 Rh' _chemical_formula_weight 659.21 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' F F 0.0171 0.0103 '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' I I -0.4742 1.8119 '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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 32.022(3) _cell_length_b 8.8920(9) _cell_length_c 18.8520(15) _cell_angle_alpha 90.00 _cell_angle_beta 111.804(7) _cell_angle_gamma 90.00 _cell_volume 4983.9(8) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 96 _cell_measurement_theta_min 3.142 _cell_measurement_theta_max 18.981 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.757 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2608 _exptl_absorpt_coefficient_mu 2.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.699233 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS - Bruker Nonius V2.06' _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 63397 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0288 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 30.00 _reflns_number_total 7276 _reflns_number_gt 5969 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EVALCCD (Duisenberg,1998,Thesis.Utrecht University.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0137P)^2^+8.3937P] 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 7276 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0449 _refine_ls_wR_factor_gt 0.0411 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.579944(4) 0.007045(15) 0.138434(7) 0.01956(4) Uani 1 1 d . . . Rh1 Rh 0.617404(5) 0.209970(16) 0.070372(8) 0.01165(3) Uani 1 1 d . . . P1 P 0.642987(16) 0.35626(6) 0.18474(3) 0.01447(9) Uani 1 1 d . . . P2 P 0.605554(15) 0.05149(6) -0.03744(3) 0.01384(9) Uani 1 1 d . . . O1 O 0.56940(5) 0.48490(16) 0.02631(8) 0.0227(3) Uani 1 1 d . . . F1 F 0.61700(4) 0.48981(13) -0.06343(6) 0.0222(2) Uani 1 1 d . . . F2 F 0.68874(4) 0.61633(13) -0.07692(6) 0.0222(3) Uani 1 1 d . . . F3 F 0.78583(3) 0.31199(13) 0.10193(6) 0.0201(2) Uani 1 1 d . . . F4 F 0.71797(4) 0.16337(12) 0.12391(6) 0.0171(2) Uani 1 1 d . . . N1 N 0.73737(5) 0.46664(18) 0.01367(9) 0.0164(3) Uani 1 1 d . . . C1 C 0.65452(7) 0.5542(2) 0.17034(11) 0.0202(4) Uani 1 1 d . . . H1A H 0.6778 0.5567 0.1476 0.024 Uiso 1 1 calc R . . H1B H 0.6268 0.5984 0.1325 0.024 Uiso 1 1 calc R . . C2 C 0.67022(8) 0.6554(3) 0.24156(12) 0.0288(5) Uani 1 1 d . . . H2A H 0.6470 0.6578 0.2639 0.043 Uiso 1 1 calc R . . H2B H 0.6754 0.7575 0.2271 0.043 Uiso 1 1 calc R . . H2C H 0.6982 0.6154 0.2791 0.043 Uiso 1 1 calc R . . C3 C 0.69751(6) 0.2939(2) 0.25617(10) 0.0194(4) Uani 1 1 d . . . H3A H 0.7211 0.3118 0.2350 0.023 Uiso 1 1 calc R . . H3B H 0.7046 0.3579 0.3021 0.023 Uiso 1 1 calc R . . C4 C 0.70019(8) 0.1288(3) 0.28113(12) 0.0291(5) Uani 1 1 d . . . H4A H 0.6774 0.1094 0.3032 0.044 Uiso 1 1 calc R . . H4B H 0.7301 0.1082 0.3194 0.044 Uiso 1 1 calc R . . H4C H 0.6947 0.0635 0.2367 0.044 Uiso 1 1 calc R . . C5 C 0.60680(7) 0.3662(2) 0.24119(11) 0.0213(4) Uani 1 1 d . . . H5A H 0.6028 0.2633 0.2577 0.026 Uiso 1 1 calc R . . H5B H 0.6224 0.4263 0.2878 0.026 Uiso 1 1 calc R . . C6 C 0.56032(7) 0.4352(3) 0.19879(13) 0.0297(5) Uani 1 1 d . . . H6A H 0.5638 0.5359 0.1807 0.045 Uiso 1 1 calc R . . H6B H 0.5440 0.4421 0.2335 0.045 Uiso 1 1 calc R . . H6C H 0.5434 0.3716 0.1551 0.045 Uiso 1 1 calc R . . C7 C 0.56038(7) -0.0896(2) -0.06225(11) 0.0217(4) Uani 1 1 d . . . H7A H 0.5655 -0.1543 -0.0170 0.026 Uiso 1 1 calc R . . H7B H 0.5315 -0.0366 -0.0731 0.026 Uiso 1 1 calc R . . C8 C 0.55559(7) -0.1919(3) -0.13102(12) 0.0272(5) Uani 1 1 d . . . H8A H 0.5476 -0.1306 -0.1774 0.041 Uiso 1 1 calc R . . H8B H 0.5320 -0.2667 -0.1374 0.041 Uiso 1 1 calc R . . H8C H 0.5842 -0.2433 -0.1220 0.041 Uiso 1 1 calc R . . C9 C 0.59958(7) 0.1381(2) -0.12984(10) 0.0216(4) Uani 1 1 d . . . H9A H 0.6245 0.2107 -0.1209 0.026 Uiso 1 1 calc R . . H9B H 0.6031 0.0584 -0.1639 0.026 Uiso 1 1 calc R . . C10 C 0.55478(8) 0.2203(3) -0.17169(12) 0.0309(5) Uani 1 1 d . . . H10A H 0.5297 0.1530 -0.1763 0.046 Uiso 1 1 calc R . . H10B H 0.5531 0.2501 -0.2227 0.046 Uiso 1 1 calc R . . H10C H 0.5531 0.3099 -0.1426 0.046 Uiso 1 1 calc R . . C11 C 0.65724(6) -0.0581(2) -0.01878(11) 0.0177(4) Uani 1 1 d . . . H11A H 0.6534 -0.1205 -0.0643 0.021 Uiso 1 1 calc R . . H11B H 0.6823 0.0125 -0.0120 0.021 Uiso 1 1 calc R . . C12 C 0.67039(7) -0.1610(2) 0.05116(12) 0.0251(4) Uani 1 1 d . . . H12A H 0.6720 -0.1020 0.0960 0.038 Uiso 1 1 calc R . . H12B H 0.6998 -0.2064 0.0601 0.038 Uiso 1 1 calc R . . H12C H 0.6478 -0.2404 0.0422 0.038 Uiso 1 1 calc R . . C13 C 0.66276(6) 0.3242(2) 0.03676(10) 0.0128(3) Uani 1 1 d . . . C14 C 0.65811(6) 0.4392(2) -0.01627(10) 0.0145(4) Uani 1 1 d . . . C15 C 0.69510(6) 0.5041(2) -0.02527(10) 0.0156(4) Uani 1 1 d . . . C16 C 0.74281(6) 0.3546(2) 0.06237(10) 0.0147(4) Uani 1 1 d . . . C17 C 0.70768(6) 0.2820(2) 0.07397(9) 0.0130(3) Uani 1 1 d . . . C18 C 0.56557(6) 0.3503(2) 0.02319(10) 0.0165(4) Uani 1 1 d . . . C19 C 0.51945(6) 0.2755(3) -0.01327(12) 0.0248(4) Uani 1 1 d . . . H19A H 0.4982 0.3229 0.0062 0.037 Uiso 1 1 calc R . . H19B H 0.5220 0.1682 -0.0004 0.037 Uiso 1 1 calc R . . H19C H 0.5086 0.2875 -0.0689 0.037 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.02053(6) 0.02127(7) 0.02003(6) -0.00008(5) 0.01118(5) -0.00603(5) Rh1 0.00946(6) 0.01412(7) 0.01205(6) -0.00066(5) 0.00479(5) -0.00116(5) P1 0.0140(2) 0.0181(2) 0.0119(2) -0.00123(18) 0.00564(18) -0.00138(18) P2 0.0111(2) 0.0164(2) 0.0144(2) -0.00251(18) 0.00515(17) -0.00126(18) O1 0.0189(7) 0.0221(8) 0.0260(7) -0.0008(6) 0.0071(6) 0.0050(6) F1 0.0150(5) 0.0266(6) 0.0220(6) 0.0087(5) 0.0034(5) 0.0050(5) F2 0.0286(6) 0.0204(6) 0.0198(5) 0.0077(5) 0.0115(5) -0.0007(5) F3 0.0096(5) 0.0283(7) 0.0214(5) 0.0021(5) 0.0046(4) 0.0011(4) F4 0.0160(5) 0.0179(6) 0.0171(5) 0.0066(4) 0.0058(4) 0.0023(4) N1 0.0165(8) 0.0188(8) 0.0154(7) -0.0027(6) 0.0075(6) -0.0038(6) C1 0.0236(10) 0.0181(10) 0.0192(9) -0.0041(8) 0.0081(8) -0.0030(8) C2 0.0354(12) 0.0237(11) 0.0228(10) -0.0074(9) 0.0055(9) -0.0053(10) C3 0.0171(9) 0.0261(11) 0.0136(8) -0.0015(8) 0.0039(7) -0.0013(8) C4 0.0261(11) 0.0346(13) 0.0233(10) 0.0100(9) 0.0055(9) 0.0038(10) C5 0.0229(10) 0.0276(11) 0.0177(9) -0.0054(8) 0.0127(8) -0.0040(8) C6 0.0211(11) 0.0428(14) 0.0293(11) -0.0085(10) 0.0141(9) -0.0002(10) C7 0.0167(9) 0.0259(11) 0.0245(10) -0.0083(8) 0.0100(8) -0.0075(8) C8 0.0265(11) 0.0271(12) 0.0284(11) -0.0104(9) 0.0108(9) -0.0080(9) C9 0.0239(10) 0.0244(11) 0.0150(9) -0.0001(8) 0.0054(8) -0.0015(8) C10 0.0278(11) 0.0333(13) 0.0220(10) 0.0043(9) -0.0018(9) 0.0004(10) C11 0.0154(9) 0.0190(10) 0.0207(9) -0.0016(8) 0.0090(8) 0.0002(8) C12 0.0290(11) 0.0205(11) 0.0259(10) 0.0039(8) 0.0103(9) 0.0064(9) C13 0.0132(8) 0.0125(9) 0.0131(8) -0.0034(6) 0.0052(7) -0.0010(7) C14 0.0119(8) 0.0166(9) 0.0138(8) 0.0000(7) 0.0033(7) 0.0022(7) C15 0.0210(9) 0.0140(9) 0.0135(8) -0.0005(7) 0.0084(7) -0.0018(7) C16 0.0109(8) 0.0198(9) 0.0136(8) -0.0033(7) 0.0047(7) -0.0009(7) C17 0.0155(8) 0.0135(9) 0.0108(7) 0.0001(7) 0.0059(7) -0.0007(7) C18 0.0124(9) 0.0228(10) 0.0152(8) -0.0003(7) 0.0060(7) 0.0040(7) C19 0.0141(9) 0.0278(12) 0.0307(11) -0.0020(9) 0.0062(8) 0.0004(8) _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 I1 Rh1 2.7358(3) . ? Rh1 C18 2.0018(19) . ? Rh1 C13 2.0560(18) . ? Rh1 P2 2.3849(5) . ? Rh1 P1 2.3873(5) . ? P1 C1 1.839(2) . ? P1 C5 1.8438(19) . ? P1 C3 1.8500(19) . ? P2 C11 1.8385(19) . ? P2 C7 1.839(2) . ? P2 C9 1.8484(19) . ? O1 C18 1.202(2) . ? F1 C14 1.362(2) . ? F2 C15 1.356(2) . ? F3 C16 1.354(2) . ? F4 C17 1.370(2) . ? N1 C15 1.321(2) . ? N1 C16 1.322(2) . ? C1 C2 1.538(3) . ? C3 C4 1.534(3) . ? C5 C6 1.532(3) . ? C7 C8 1.544(3) . ? C9 C10 1.540(3) . ? C11 C12 1.530(3) . ? C13 C17 1.397(2) . ? C13 C14 1.399(3) . ? C14 C15 1.383(3) . ? C16 C17 1.383(3) . ? C18 C19 1.530(3) . ? 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 C18 Rh1 C13 96.84(8) . . ? C18 Rh1 P2 98.43(6) . . ? C13 Rh1 P2 86.35(5) . . ? C18 Rh1 P1 90.65(6) . . ? C13 Rh1 P1 87.96(5) . . ? P2 Rh1 P1 169.799(17) . . ? C18 Rh1 I1 100.60(6) . . ? C13 Rh1 I1 162.46(5) . . ? P2 Rh1 I1 92.939(15) . . ? P1 Rh1 I1 89.941(14) . . ? C1 P1 C5 104.06(10) . . ? C1 P1 C3 101.96(9) . . ? C5 P1 C3 102.69(9) . . ? C1 P1 Rh1 114.11(6) . . ? C5 P1 Rh1 117.97(7) . . ? C3 P1 Rh1 114.12(7) . . ? C11 P2 C7 104.71(10) . . ? C11 P2 C9 99.90(9) . . ? C7 P2 C9 104.37(9) . . ? C11 P2 Rh1 107.65(6) . . ? C7 P2 Rh1 118.75(7) . . ? C9 P2 Rh1 119.01(7) . . ? C15 N1 C16 114.80(16) . . ? C2 C1 P1 116.73(15) . . ? C4 C3 P1 116.11(14) . . ? C6 C5 P1 114.53(14) . . ? C8 C7 P2 116.03(14) . . ? C10 C9 P2 115.53(15) . . ? C12 C11 P2 114.96(14) . . ? C17 C13 C14 111.83(16) . . ? C17 C13 Rh1 115.19(13) . . ? C14 C13 Rh1 132.97(13) . . ? F1 C14 C15 116.49(16) . . ? F1 C14 C13 121.89(16) . . ? C15 C14 C13 121.59(17) . . ? N1 C15 F2 115.72(16) . . ? N1 C15 C14 125.06(17) . . ? F2 C15 C14 119.22(16) . . ? N1 C16 F3 115.98(16) . . ? N1 C16 C17 123.82(17) . . ? F3 C16 C17 120.20(16) . . ? F4 C17 C16 117.76(16) . . ? F4 C17 C13 119.48(15) . . ? C16 C17 C13 122.76(17) . . ? O1 C18 C19 121.24(18) . . ? O1 C18 Rh1 123.10(14) . . ? C19 C18 Rh1 115.54(14) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.498 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.100 #========================================================================= data_compound9 _database_code_depnum_ccdc_archive 'CCDC 250851' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H36 F4 I2 N O P2 Rh' _chemical_formula_sum 'C20 H36 F4 I2 N O P2 Rh' _chemical_formula_weight 801.15 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 'P 21/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 19.16600(10) _cell_length_b 10.09200(10) _cell_length_c 15.9070(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.3391(5) _cell_angle_gamma 90.00 _cell_volume 2825.03(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8674 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 30.034 _exptl_crystal_description plates _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.884 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 2.942 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4722 _exptl_absorpt_correction_T_max 0.8914 _exptl_absorpt_process_details 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 74885 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 30.00 _reflns_number_total 8230 _reflns_number_gt 7208 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0197P)^2^+1.2977P] 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 8230 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0260 _refine_ls_R_factor_gt 0.0203 _refine_ls_wR_factor_ref 0.0461 _refine_ls_wR_factor_gt 0.0445 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.361782(7) 0.282289(12) 0.371458(8) 0.01992(3) Uani 1 1 d . . . I2 I 0.342456(6) -0.073296(11) 0.281492(8) 0.01834(3) Uani 1 1 d . . . Rh1 Rh 0.248131(7) 0.144916(14) 0.242043(9) 0.01401(3) Uani 1 1 d . . . P1 P 0.15466(3) 0.28770(5) 0.23794(3) 0.01714(9) Uani 1 1 d . . . F1 F 0.15319(7) 0.11304(12) 0.01319(8) 0.0290(3) Uani 1 1 d . . . F2 F 0.05287(7) -0.06879(13) -0.08011(8) 0.0351(3) Uani 1 1 d . . . F3 F 0.05752(7) -0.26451(12) 0.17773(9) 0.0331(3) Uani 1 1 d . . . F4 F 0.16149(7) -0.09669(11) 0.28494(8) 0.0254(2) Uani 1 1 d . . . O1 O 0.24618(8) 0.35278(14) 0.12192(9) 0.0250(3) Uani 1 1 d . . . N1 N 0.05495(9) -0.16730(17) 0.04828(12) 0.0260(4) Uani 1 1 d . . . C1 C 0.10136(11) 0.2056(2) 0.29647(14) 0.0238(4) Uani 1 1 d . . . H1A H 0.0649 0.2694 0.3038 0.029 Uiso 1 1 calc R . . H1B H 0.0718 0.1315 0.2580 0.029 Uiso 1 1 calc R . . C2 C 0.15275(13) 0.1521(2) 0.39041(14) 0.0303(5) Uani 1 1 d . . . H2A H 0.1873 0.0856 0.3833 0.045 Uiso 1 1 calc R . . H2B H 0.1216 0.1113 0.4195 0.045 Uiso 1 1 calc R . . H2C H 0.1824 0.2249 0.4287 0.045 Uiso 1 1 calc R . . C3 C 0.17887(11) 0.44647(19) 0.29894(14) 0.0235(4) Uani 1 1 d . . . H3A H 0.1322 0.4831 0.3026 0.028 Uiso 1 1 calc R . . H3B H 0.2155 0.4291 0.3624 0.028 Uiso 1 1 calc R . . C4 C 0.21264(12) 0.5517(2) 0.25773(16) 0.0285(4) Uani 1 1 d . . . H4A H 0.2623 0.5219 0.2610 0.043 Uiso 1 1 calc R . . H4B H 0.2188 0.6346 0.2920 0.043 Uiso 1 1 calc R . . H4C H 0.1786 0.5665 0.1936 0.043 Uiso 1 1 calc R . . C5 C 0.08337(11) 0.3298(2) 0.12476(14) 0.0232(4) Uani 1 1 d . . . H5A H 0.1080 0.3846 0.0927 0.028 Uiso 1 1 calc R . . H5B H 0.0661 0.2468 0.0894 0.028 Uiso 1 1 calc R . . C6 C 0.01354(12) 0.4041(2) 0.12372(16) 0.0315(5) Uani 1 1 d . . . H6A H -0.0132 0.3492 0.1523 0.047 Uiso 1 1 calc R . . H6B H -0.0205 0.4236 0.0603 0.047 Uiso 1 1 calc R . . H6C H 0.0296 0.4872 0.1579 0.047 Uiso 1 1 calc R . . C7 C 0.16525(10) 0.02117(18) 0.15652(12) 0.0179(3) Uani 1 1 d . . . C8 C 0.13366(10) 0.02093(19) 0.06180(13) 0.0206(4) Uani 1 1 d . . . C9 C 0.08098(11) -0.0727(2) 0.01231(14) 0.0250(4) Uani 1 1 d . . . C10 C 0.08370(11) -0.16874(19) 0.13839(15) 0.0241(4) Uani 1 1 d . . . C11 C 0.13727(10) -0.08072(18) 0.19308(13) 0.0193(4) Uani 1 1 d . . . C12 C 0.26736(10) 0.24217(19) 0.14650(12) 0.0194(4) Uani 1 1 d . . . C13 C 0.31882(12) 0.1681(2) 0.10992(15) 0.0310(5) Uani 1 1 d . . . H13A H 0.3173 0.2118 0.0542 0.047 Uiso 1 1 calc R . . H13B H 0.3012 0.0765 0.0958 0.047 Uiso 1 1 calc R . . H13C H 0.3710 0.1686 0.1562 0.047 Uiso 1 1 calc R . . P2 P 0.38174(3) 0.63110(5) 0.09087(3) 0.01751(9) Uani 1 1 d . . . C14 C 0.41832(12) 0.79559(19) 0.09133(14) 0.0235(4) Uani 1 1 d . . . H14A H 0.3913 0.8578 0.1161 0.028 Uiso 1 1 calc R . . H14B H 0.4728 0.7971 0.1330 0.028 Uiso 1 1 calc R . . C15 C 0.41025(14) 0.8442(2) -0.00298(15) 0.0347(5) Uani 1 1 d . . . H15A H 0.4386 0.7853 -0.0271 0.052 Uiso 1 1 calc R . . H15B H 0.4305 0.9344 0.0022 0.052 Uiso 1 1 calc R . . H15C H 0.3565 0.8441 -0.0446 0.052 Uiso 1 1 calc R . . C16 C 0.38840(11) 0.58887(19) 0.20377(13) 0.0210(4) Uani 1 1 d . . . H16A H 0.3534 0.6467 0.2192 0.025 Uiso 1 1 calc R . . H16B H 0.3711 0.4963 0.2031 0.025 Uiso 1 1 calc R . . C17 C 0.46843(11) 0.6025(2) 0.27884(13) 0.0264(4) Uani 1 1 d . . . H17A H 0.5044 0.5523 0.2615 0.040 Uiso 1 1 calc R . . H17B H 0.4689 0.5678 0.3366 0.040 Uiso 1 1 calc R . . H17C H 0.4832 0.6962 0.2865 0.040 Uiso 1 1 calc R . . C18 C 0.28418(11) 0.6191(2) 0.01120(13) 0.0232(4) Uani 1 1 d . . . H18A H 0.2824 0.6241 -0.0518 0.028 Uiso 1 1 calc R . . H18B H 0.2643 0.5311 0.0184 0.028 Uiso 1 1 calc R . . C19 C 0.23153(12) 0.7261(2) 0.02207(16) 0.0351(5) Uani 1 1 d . . . H19A H 0.2353 0.7262 0.0853 0.053 Uiso 1 1 calc R . . H19B H 0.1790 0.7074 -0.0197 0.053 Uiso 1 1 calc R . . H19C H 0.2467 0.8130 0.0075 0.053 Uiso 1 1 calc R . . C20 C 0.43570(11) 0.5146(2) 0.05689(13) 0.0268(4) Uani 1 1 d . . . H20A H 0.4296 0.5333 -0.0061 0.040 Uiso 1 1 calc R . . H20B H 0.4176 0.4247 0.0603 0.040 Uiso 1 1 calc R . . H20C H 0.4895 0.5217 0.0978 0.040 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 I1 0.01649(6) 0.02034(6) 0.01975(6) -0.00366(5) 0.00381(5) -0.00246(4) I2 0.01759(6) 0.01845(6) 0.01821(6) -0.00143(4) 0.00626(5) 0.00240(4) Rh1 0.01258(6) 0.01490(7) 0.01415(6) -0.00087(5) 0.00486(5) -0.00126(5) P1 0.0145(2) 0.0168(2) 0.0198(2) -0.00131(18) 0.00643(18) -0.00035(17) F1 0.0328(7) 0.0312(6) 0.0196(6) 0.0020(5) 0.0069(5) -0.0060(5) F2 0.0306(7) 0.0430(8) 0.0220(6) -0.0109(6) 0.0003(5) -0.0034(6) F3 0.0278(6) 0.0226(6) 0.0535(8) -0.0021(6) 0.0210(6) -0.0085(5) F4 0.0276(6) 0.0259(6) 0.0254(6) 0.0022(5) 0.0134(5) -0.0030(5) O1 0.0291(7) 0.0226(7) 0.0238(7) 0.0030(6) 0.0110(6) -0.0049(6) N1 0.0162(8) 0.0240(8) 0.0348(9) -0.0108(8) 0.0069(7) -0.0028(7) C1 0.0227(9) 0.0232(9) 0.0305(10) -0.0005(8) 0.0159(8) -0.0011(8) C2 0.0406(12) 0.0290(11) 0.0262(10) -0.0015(9) 0.0184(10) -0.0035(9) C3 0.0200(9) 0.0222(9) 0.0287(10) -0.0053(8) 0.0100(8) -0.0003(8) C4 0.0270(10) 0.0189(9) 0.0409(12) -0.0028(9) 0.0148(9) -0.0016(8) C5 0.0174(9) 0.0220(9) 0.0256(10) 0.0013(8) 0.0036(8) 0.0023(7) C6 0.0218(10) 0.0261(11) 0.0377(12) -0.0041(9) 0.0025(9) 0.0053(8) C7 0.0165(8) 0.0148(8) 0.0236(9) 0.0000(7) 0.0091(7) 0.0035(7) C8 0.0176(9) 0.0192(9) 0.0246(9) -0.0012(7) 0.0078(7) 0.0002(7) C9 0.0178(9) 0.0287(10) 0.0233(9) -0.0072(8) 0.0026(8) 0.0021(8) C10 0.0177(9) 0.0179(9) 0.0388(11) -0.0034(8) 0.0135(9) -0.0020(7) C11 0.0174(8) 0.0187(9) 0.0227(9) -0.0018(7) 0.0090(7) 0.0012(7) C12 0.0156(8) 0.0256(10) 0.0156(8) -0.0002(7) 0.0048(7) -0.0057(7) C13 0.0272(11) 0.0451(13) 0.0269(10) 0.0117(10) 0.0173(9) 0.0102(10) P2 0.0160(2) 0.0192(2) 0.0179(2) -0.00197(18) 0.00729(18) 0.00012(18) C14 0.0247(10) 0.0236(10) 0.0239(9) -0.0015(8) 0.0116(8) -0.0051(8) C15 0.0409(13) 0.0349(12) 0.0291(11) 0.0044(10) 0.0146(10) -0.0077(10) C16 0.0220(9) 0.0216(9) 0.0210(9) -0.0017(7) 0.0100(8) -0.0014(7) C17 0.0244(10) 0.0310(11) 0.0205(9) 0.0013(8) 0.0054(8) 0.0025(8) C18 0.0177(9) 0.0278(10) 0.0223(9) -0.0027(8) 0.0060(8) -0.0016(8) C19 0.0184(10) 0.0491(14) 0.0334(11) -0.0060(11) 0.0057(9) 0.0072(9) C20 0.0266(10) 0.0321(11) 0.0214(9) -0.0038(8) 0.0091(8) 0.0081(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 I1 Rh1 2.71138(17) . ? I2 Rh1 2.75913(18) . ? Rh1 C12 1.9627(18) . ? Rh1 C7 2.0546(18) . ? Rh1 P1 2.2799(5) . ? P1 C5 1.827(2) . ? P1 C1 1.8304(19) . ? P1 C3 1.8351(19) . ? F1 C8 1.353(2) . ? F2 C9 1.351(2) . ? F3 C10 1.351(2) . ? F4 C11 1.356(2) . ? O1 C12 1.199(2) . ? N1 C9 1.309(3) . ? N1 C10 1.316(3) . ? C1 C2 1.526(3) . ? C3 C4 1.521(3) . ? C5 C6 1.529(3) . ? C7 C8 1.384(3) . ? C7 C11 1.389(3) . ? C8 C9 1.379(3) . ? C10 C11 1.376(3) . ? C12 C13 1.525(3) . ? P2 C20 1.7855(19) . ? P2 C18 1.7998(19) . ? P2 C16 1.8004(19) . ? P2 C14 1.801(2) . ? C14 C15 1.527(3) . ? C16 C17 1.532(3) . ? C18 C19 1.533(3) . ? 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 C12 Rh1 C7 97.14(7) . . ? C12 Rh1 P1 92.77(6) . . ? C7 Rh1 P1 88.43(5) . . ? C12 Rh1 I1 89.51(5) . . ? C7 Rh1 I1 172.45(5) . . ? P1 Rh1 I1 94.840(13) . . ? C12 Rh1 I2 105.55(6) . . ? C7 Rh1 I2 86.01(5) . . ? P1 Rh1 I2 161.373(14) . . ? I1 Rh1 I2 88.769(5) . . ? C5 P1 C1 104.85(9) . . ? C5 P1 C3 104.58(9) . . ? C1 P1 C3 101.63(9) . . ? C5 P1 Rh1 116.58(7) . . ? C1 P1 Rh1 106.85(7) . . ? C3 P1 Rh1 120.37(7) . . ? C9 N1 C10 114.60(17) . . ? C2 C1 P1 112.62(14) . . ? C4 C3 P1 116.33(14) . . ? C6 C5 P1 115.75(15) . . ? C8 C7 C11 112.32(17) . . ? C8 C7 Rh1 127.74(14) . . ? C11 C7 Rh1 119.87(14) . . ? F1 C8 C9 116.75(17) . . ? F1 C8 C7 121.36(16) . . ? C9 C8 C7 121.89(18) . . ? N1 C9 F2 116.09(17) . . ? N1 C9 C8 124.74(19) . . ? F2 C9 C8 119.17(19) . . ? N1 C10 F3 116.11(17) . . ? N1 C10 C11 124.55(19) . . ? F3 C10 C11 119.34(19) . . ? F4 C11 C10 117.11(17) . . ? F4 C11 C7 120.99(16) . . ? C10 C11 C7 121.89(18) . . ? O1 C12 C13 121.22(17) . . ? O1 C12 Rh1 125.09(14) . . ? C13 C12 Rh1 113.51(14) . . ? C20 P2 C18 107.90(9) . . ? C20 P2 C16 108.99(9) . . ? C18 P2 C16 109.25(9) . . ? C20 P2 C14 109.71(10) . . ? C18 P2 C14 111.04(10) . . ? C16 P2 C14 109.90(9) . . ? C15 C14 P2 113.86(15) . . ? C17 C16 P2 114.19(13) . . ? C19 C18 P2 114.82(14) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.819 _refine_diff_density_min -0.658 _refine_diff_density_rms 0.088 #===END