# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_cd211561 #TrackingRef '18910_web_deposit_cif_file_0_PengWang_1364382804.cd211561.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H16 Br2 O3' _chemical_formula_weight 476.16 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.8079(6) _cell_length_b 14.4168(11) _cell_length_c 16.8239(12) _cell_angle_alpha 90.00 _cell_angle_beta 99.632(2) _cell_angle_gamma 90.00 _cell_volume 1867.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2548 _cell_measurement_theta_min 4.912 _cell_measurement_theta_max 45.084 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.331 _exptl_crystal_size_mid 0.207 _exptl_crystal_size_min 0.145 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.694 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 4.360 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.38405 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11178 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3673 _reflns_number_gt 2667 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0529P)^2^+0.5161P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3673 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1066 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Br1 Br -0.53659(6) 0.39554(4) 0.41513(3) 0.08720(19) Uani 1 1 d . . . Br2 Br 0.16808(5) 0.63312(3) 1.14532(2) 0.07283(17) Uani 1 1 d . . . O1 O 0.2601(3) 0.38482(14) 0.64938(12) 0.0488(5) Uani 1 1 d . . . O2 O 0.5581(4) 0.2054(2) 0.70538(19) 0.0919(10) Uani 1 1 d . . . O3 O 0.4408(3) 0.13380(16) 0.79729(15) 0.0666(7) Uani 1 1 d . . . C1 C 0.3863(4) 0.3758(2) 0.72358(18) 0.0458(7) Uani 1 1 d . . . H1 H 0.5057 0.3754 0.7127 0.055 Uiso 1 1 calc R . . C2 C 0.3609(4) 0.4488(2) 0.78252(17) 0.0462(7) Uani 1 1 d . . . H2 H 0.3647 0.5119 0.7714 0.055 Uiso 1 1 calc R . . C3 C 0.3321(4) 0.4155(2) 0.85274(17) 0.0429(7) Uani 1 1 d . . . C4 C 0.3417(4) 0.3110(2) 0.85406(16) 0.0458(7) Uani 1 1 d . . . H4A H 0.2418 0.2844 0.8731 0.055 Uiso 1 1 calc R . . H4B H 0.4468 0.2898 0.8883 0.055 Uiso 1 1 calc R . . C5 C 0.3427(4) 0.2851(2) 0.76437(17) 0.0435(7) Uani 1 1 d . . . C6 C 0.1630(4) 0.2666(2) 0.71837(16) 0.0430(7) Uani 1 1 d . . . H6 H 0.0879 0.2213 0.7318 0.052 Uiso 1 1 calc R . . C7 C 0.1273(4) 0.3237(2) 0.65637(17) 0.0435(7) Uani 1 1 d . . . C8 C -0.0306(4) 0.3359(2) 0.59626(16) 0.0424(7) Uani 1 1 d . . . C9 C -0.1888(4) 0.3047(2) 0.61178(18) 0.0539(8) Uani 1 1 d . . . H9 H -0.1937 0.2720 0.6590 0.065 Uiso 1 1 calc R . . C10 C -0.3396(4) 0.3212(3) 0.55817(19) 0.0584(9) Uani 1 1 d . . . H10 H -0.4459 0.3002 0.5691 0.070 Uiso 1 1 calc R . . C11 C -0.3308(4) 0.3691(2) 0.48851(19) 0.0538(8) Uani 1 1 d . . . C12 C -0.1749(5) 0.3995(3) 0.47110(19) 0.0584(9) Uani 1 1 d . . . H12 H -0.1706 0.4313 0.4234 0.070 Uiso 1 1 calc R . . C13 C -0.0253(5) 0.3828(2) 0.52464(18) 0.0526(8) Uani 1 1 d . . . H13 H 0.0807 0.4030 0.5128 0.063 Uiso 1 1 calc R . . C14 C 0.2958(4) 0.4682(2) 0.92346(16) 0.0420(7) Uani 1 1 d . . . C15 C 0.2849(4) 0.5641(2) 0.92272(19) 0.0544(8) Uani 1 1 d . . . H15 H 0.3035 0.5963 0.8770 0.065 Uiso 1 1 calc R . . C16 C 0.2471(5) 0.6132(2) 0.9878(2) 0.0598(9) Uani 1 1 d . . . H16 H 0.2405 0.6776 0.9863 0.072 Uiso 1 1 calc R . . C17 C 0.2196(4) 0.5653(2) 1.05491(19) 0.0520(8) Uani 1 1 d . . . C18 C 0.2283(4) 0.4717(3) 1.05833(19) 0.0586(9) Uani 1 1 d . . . H18 H 0.2085 0.4403 1.1042 0.070 Uiso 1 1 calc R . . C19 C 0.2671(4) 0.4232(2) 0.99268(19) 0.0541(8) Uani 1 1 d . . . H19 H 0.2740 0.3588 0.9951 0.065 Uiso 1 1 calc R . . C20 C 0.4617(4) 0.2060(2) 0.75278(18) 0.0467(7) Uani 1 1 d . . . C21 C 0.5451(5) 0.0528(3) 0.7878(2) 0.0714(10) Uani 1 1 d . . . H21A H 0.5035 0.0242 0.7367 0.107 Uiso 1 1 calc R . . H21B H 0.5368 0.0095 0.8304 0.107 Uiso 1 1 calc R . . H21C H 0.6641 0.0710 0.7901 0.107 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 Br1 0.0754(3) 0.0973(4) 0.0780(3) -0.0022(2) -0.0191(2) 0.0083(2) Br2 0.0717(3) 0.0791(3) 0.0692(3) -0.02367(19) 0.0162(2) 0.00418(19) O1 0.0553(13) 0.0532(13) 0.0371(11) 0.0063(9) 0.0054(9) -0.0147(10) O2 0.108(2) 0.0692(19) 0.118(2) 0.0212(16) 0.075(2) 0.0136(16) O3 0.0869(18) 0.0497(14) 0.0721(16) 0.0171(12) 0.0396(14) 0.0176(12) C1 0.0470(17) 0.0472(19) 0.0425(16) 0.0033(13) 0.0050(13) -0.0091(13) C2 0.0509(18) 0.0379(17) 0.0479(17) 0.0050(13) 0.0024(14) -0.0091(13) C3 0.0395(16) 0.0452(18) 0.0419(16) 0.0010(13) 0.0011(13) -0.0039(13) C4 0.0576(19) 0.0414(18) 0.0389(15) 0.0028(12) 0.0096(14) -0.0017(14) C5 0.0501(17) 0.0413(17) 0.0396(15) 0.0048(12) 0.0092(13) -0.0069(13) C6 0.0486(17) 0.0394(16) 0.0428(15) 0.0006(13) 0.0132(13) -0.0072(13) C7 0.0504(17) 0.0424(17) 0.0397(15) -0.0037(13) 0.0135(13) -0.0079(14) C8 0.0514(18) 0.0402(16) 0.0363(15) -0.0077(12) 0.0094(13) -0.0041(14) C9 0.058(2) 0.061(2) 0.0434(17) 0.0014(15) 0.0096(15) -0.0083(16) C10 0.0513(19) 0.068(2) 0.057(2) -0.0022(17) 0.0112(16) -0.0090(17) C11 0.058(2) 0.053(2) 0.0464(17) -0.0111(15) -0.0018(15) 0.0058(16) C12 0.071(2) 0.063(2) 0.0401(17) 0.0023(15) 0.0073(16) -0.0070(18) C13 0.057(2) 0.059(2) 0.0434(17) 0.0013(14) 0.0109(15) -0.0104(15) C14 0.0397(16) 0.0443(18) 0.0401(15) 0.0018(13) 0.0011(12) -0.0006(13) C15 0.064(2) 0.049(2) 0.0491(18) 0.0076(15) 0.0078(15) -0.0014(16) C16 0.066(2) 0.047(2) 0.065(2) -0.0046(17) 0.0049(18) 0.0048(16) C17 0.0483(18) 0.057(2) 0.0494(18) -0.0083(16) 0.0035(14) 0.0045(15) C18 0.070(2) 0.062(2) 0.0442(18) 0.0001(16) 0.0111(16) -0.0031(18) C19 0.071(2) 0.0437(19) 0.0473(18) 0.0037(15) 0.0091(16) 0.0023(16) C20 0.0492(18) 0.0466(19) 0.0448(17) -0.0013(14) 0.0097(14) -0.0083(14) C21 0.076(3) 0.052(2) 0.088(3) 0.0105(19) 0.020(2) 0.0169(19) _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 Br1 C11 1.894(3) . ? Br2 C17 1.907(3) . ? O1 C7 1.380(4) . ? O1 C1 1.461(4) . ? O2 C20 1.184(4) . ? O3 C20 1.308(4) . ? O3 C21 1.447(4) . ? C1 C2 1.482(4) . ? C1 C5 1.541(4) . ? C1 H1 0.9800 . ? C2 C3 1.329(4) . ? C2 H2 0.9300 . ? C3 C14 1.478(4) . ? C3 C4 1.508(5) . ? C4 C5 1.556(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C20 1.505(4) . ? C5 C6 1.508(4) . ? C6 C7 1.322(4) . ? C6 H6 0.9300 . ? C7 C8 1.469(4) . ? C8 C9 1.380(4) . ? C8 C13 1.388(4) . ? C9 C10 1.379(4) . ? C9 H9 0.9300 . ? C10 C11 1.372(5) . ? C10 H10 0.9300 . ? C11 C12 1.371(5) . ? C12 C13 1.372(5) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.384(4) . ? C14 C15 1.386(4) . ? C15 C16 1.376(5) . ? C15 H15 0.9300 . ? C16 C17 1.371(5) . ? C16 H16 0.9300 . ? C17 C18 1.352(5) . ? C18 C19 1.383(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? 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 C7 O1 C1 106.2(2) . . ? C20 O3 C21 116.9(3) . . ? O1 C1 C2 111.2(3) . . ? O1 C1 C5 106.8(2) . . ? C2 C1 C5 103.9(2) . . ? O1 C1 H1 111.5 . . ? C2 C1 H1 111.5 . . ? C5 C1 H1 111.5 . . ? C3 C2 C1 113.5(3) . . ? C3 C2 H2 123.2 . . ? C1 C2 H2 123.2 . . ? C2 C3 C14 127.9(3) . . ? C2 C3 C4 111.0(3) . . ? C14 C3 C4 121.1(2) . . ? C3 C4 C5 103.5(2) . . ? C3 C4 H4A 111.1 . . ? C5 C4 H4A 111.1 . . ? C3 C4 H4B 111.1 . . ? C5 C4 H4B 111.1 . . ? H4A C4 H4B 109.0 . . ? C20 C5 C6 109.9(2) . . ? C20 C5 C1 113.5(2) . . ? C6 C5 C1 100.2(2) . . ? C20 C5 C4 114.3(2) . . ? C6 C5 C4 112.7(2) . . ? C1 C5 C4 105.4(2) . . ? C7 C6 C5 110.5(3) . . ? C7 C6 H6 124.8 . . ? C5 C6 H6 124.8 . . ? C6 C7 O1 113.7(3) . . ? C6 C7 C8 131.3(3) . . ? O1 C7 C8 114.9(2) . . ? C9 C8 C13 118.7(3) . . ? C9 C8 C7 120.4(3) . . ? C13 C8 C7 120.8(3) . . ? C10 C9 C8 120.9(3) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C11 C10 C9 119.1(3) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C12 C11 C10 121.2(3) . . ? C12 C11 Br1 118.9(3) . . ? C10 C11 Br1 120.0(3) . . ? C11 C12 C13 119.5(3) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C12 C13 C8 120.6(3) . . ? C12 C13 H13 119.7 . . ? C8 C13 H13 119.7 . . ? C19 C14 C15 117.2(3) . . ? C19 C14 C3 121.1(3) . . ? C15 C14 C3 121.7(3) . . ? C16 C15 C14 121.8(3) . . ? C16 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? C17 C16 C15 118.7(3) . . ? C17 C16 H16 120.6 . . ? C15 C16 H16 120.6 . . ? C18 C17 C16 121.6(3) . . ? C18 C17 Br2 119.6(3) . . ? C16 C17 Br2 118.8(3) . . ? C17 C18 C19 119.1(3) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C18 C19 C14 121.5(3) . . ? C18 C19 H19 119.2 . . ? C14 C19 H19 119.2 . . ? O2 C20 O3 122.2(3) . . ? O2 C20 C5 124.7(3) . . ? O3 C20 C5 113.0(3) . . ? O3 C21 H21A 109.5 . . ? O3 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O3 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 O1 C1 C2 -97.0(3) . . . . ? C7 O1 C1 C5 15.7(3) . . . . ? O1 C1 C2 C3 122.3(3) . . . . ? C5 C1 C2 C3 7.8(3) . . . . ? C1 C2 C3 C14 -177.8(3) . . . . ? C1 C2 C3 C4 2.6(4) . . . . ? C2 C3 C4 C5 -11.8(3) . . . . ? C14 C3 C4 C5 168.6(2) . . . . ? O1 C1 C5 C20 102.2(3) . . . . ? C2 C1 C5 C20 -140.2(3) . . . . ? O1 C1 C5 C6 -15.0(3) . . . . ? C2 C1 C5 C6 102.7(3) . . . . ? O1 C1 C5 C4 -132.1(2) . . . . ? C2 C1 C5 C4 -14.4(3) . . . . ? C3 C4 C5 C20 141.1(2) . . . . ? C3 C4 C5 C6 -92.5(3) . . . . ? C3 C4 C5 C1 15.8(3) . . . . ? C20 C5 C6 C7 -110.2(3) . . . . ? C1 C5 C6 C7 9.5(3) . . . . ? C4 C5 C6 C7 121.1(3) . . . . ? C5 C6 C7 O1 -0.1(4) . . . . ? C5 C6 C7 C8 -177.1(3) . . . . ? C1 O1 C7 C6 -10.1(3) . . . . ? C1 O1 C7 C8 167.4(2) . . . . ? C6 C7 C8 C9 20.0(5) . . . . ? O1 C7 C8 C9 -157.0(3) . . . . ? C6 C7 C8 C13 -163.1(3) . . . . ? O1 C7 C8 C13 20.0(4) . . . . ? C13 C8 C9 C10 -1.4(5) . . . . ? C7 C8 C9 C10 175.6(3) . . . . ? C8 C9 C10 C11 0.3(5) . . . . ? C9 C10 C11 C12 0.8(5) . . . . ? C9 C10 C11 Br1 -178.4(3) . . . . ? C10 C11 C12 C13 -0.7(5) . . . . ? Br1 C11 C12 C13 178.5(2) . . . . ? C11 C12 C13 C8 -0.4(5) . . . . ? C9 C8 C13 C12 1.5(5) . . . . ? C7 C8 C13 C12 -175.5(3) . . . . ? C2 C3 C14 C19 179.5(3) . . . . ? C4 C3 C14 C19 -0.9(4) . . . . ? C2 C3 C14 C15 1.1(5) . . . . ? C4 C3 C14 C15 -179.3(3) . . . . ? C19 C14 C15 C16 0.0(5) . . . . ? C3 C14 C15 C16 178.5(3) . . . . ? C14 C15 C16 C17 -0.1(5) . . . . ? C15 C16 C17 C18 -0.1(5) . . . . ? C15 C16 C17 Br2 179.8(3) . . . . ? C16 C17 C18 C19 0.4(5) . . . . ? Br2 C17 C18 C19 -179.5(2) . . . . ? C17 C18 C19 C14 -0.5(5) . . . . ? C15 C14 C19 C18 0.3(5) . . . . ? C3 C14 C19 C18 -178.2(3) . . . . ? C21 O3 C20 O2 1.7(5) . . . . ? C21 O3 C20 C5 177.6(3) . . . . ? C6 C5 C20 O2 97.4(4) . . . . ? C1 C5 C20 O2 -13.9(5) . . . . ? C4 C5 C20 O2 -134.8(3) . . . . ? C6 C5 C20 O3 -78.4(3) . . . . ? C1 C5 C20 O3 170.3(3) . . . . ? C4 C5 C20 O3 49.4(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C10 H10 O2 0.93 2.66 3.197(4) 117.0 1_455 C9 H9 O2 0.93 2.41 3.078(4) 129.0 1_455 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.618 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.064 _database_code_depnum_ccdc_archive 'CCDC 931337' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_cd211552 #TrackingRef '18911_web_deposit_cif_file_0_PengWang_1364383087.cd211552.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H35 Br O4.50 P' _chemical_formula_weight 686.55 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' 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' Br Br -0.2901 2.4595 '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 9.5869(5) _cell_length_b 35.5331(19) _cell_length_c 10.4715(6) _cell_angle_alpha 90.00 _cell_angle_beta 104.2700(10) _cell_angle_gamma 90.00 _cell_volume 3457.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3994 _cell_measurement_theta_min 4.522 _cell_measurement_theta_max 44.974 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.342 _exptl_crystal_size_mid 0.223 _exptl_crystal_size_min 0.113 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1420 _exptl_absorpt_coefficient_mu 1.276 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.74833 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20978 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.99 _reflns_number_total 6778 _reflns_number_gt 4782 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0576P)^2^+1.2662P] 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 6778 _refine_ls_number_parameters 424 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0750 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1241 _refine_ls_wR_factor_gt 0.1120 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.74127(3) 0.896536(11) 0.79538(3) 0.06687(14) Uani 1 1 d . . . P1 P 0.45392(7) 0.89338(2) 0.34104(7) 0.04038(18) Uani 1 1 d . . . O1 O 0.1622(2) 0.78793(7) 0.5010(2) 0.0699(7) Uani 1 1 d . . . O2 O 0.2285(2) 0.78209(6) 0.71845(19) 0.0627(6) Uani 1 1 d . . . O3 O 0.1398(2) 0.86831(7) 0.6143(2) 0.0760(7) Uani 1 1 d . . . O4 O 0.4695(3) 0.76552(7) 0.4702(2) 0.0704(7) Uani 1 1 d . . . O5 O 0.8767(8) 0.8275(2) 0.6699(10) 0.114(2) Uani 0.50 1 d PD . . C1 C 0.4658(3) 0.86748(8) 0.4873(3) 0.0436(7) Uani 1 1 d . . . H1 H 0.5392 0.8733 0.5609 0.052 Uiso 1 1 calc R . . C2 C 0.3761(3) 0.84044(8) 0.4971(3) 0.0408(6) Uani 1 1 d . . . H2 H 0.3099 0.8327 0.4209 0.049 Uiso 1 1 calc R . . C3 C 0.3740(3) 0.82108(8) 0.6250(2) 0.0400(6) Uani 1 1 d . . . C4 C 0.2416(3) 0.79556(8) 0.6042(3) 0.0466(7) Uani 1 1 d . . . C5 C 0.1083(4) 0.75741(11) 0.7160(4) 0.0775(11) Uani 1 1 d . . . H5A H 0.0210 0.7719 0.6986 0.116 Uiso 1 1 calc R . . H5B H 0.1218 0.7451 0.7997 0.116 Uiso 1 1 calc R . . H5C H 0.1020 0.7389 0.6480 0.116 Uiso 1 1 calc R . . C6 C 0.3728(3) 0.85056(8) 0.7327(3) 0.0426(6) Uani 1 1 d . . . H6A H 0.3752 0.8376 0.8146 0.051 Uiso 1 1 calc R . . H6B H 0.4595 0.8657 0.7461 0.051 Uiso 1 1 calc R . . C7 C 0.2448(3) 0.87626(9) 0.7018(3) 0.0493(7) Uani 1 1 d . . . C8 C 0.2459(3) 0.91136(9) 0.7791(3) 0.0494(7) Uani 1 1 d . . . C9 C 0.3729(4) 0.92731(9) 0.8499(3) 0.0648(9) Uani 1 1 d . . . H9 H 0.4605 0.9159 0.8512 0.078 Uiso 1 1 calc R . . C10 C 0.3691(5) 0.96018(11) 0.9186(4) 0.0895(13) Uani 1 1 d . . . H10 H 0.4545 0.9711 0.9658 0.107 Uiso 1 1 calc R . . C11 C 0.2400(6) 0.97692(12) 0.9178(5) 0.1007(15) Uani 1 1 d . . . H11 H 0.2380 0.9991 0.9644 0.121 Uiso 1 1 calc R . . C12 C 0.1145(5) 0.96104(12) 0.8488(4) 0.0882(12) Uani 1 1 d . . . H12 H 0.0270 0.9724 0.8489 0.106 Uiso 1 1 calc R . . C13 C 0.1167(4) 0.92857(10) 0.7794(3) 0.0673(9) Uani 1 1 d . . . H13 H 0.0307 0.9180 0.7320 0.081 Uiso 1 1 calc R . . C14 C 0.5099(3) 0.79658(8) 0.6769(3) 0.0452(7) Uani 1 1 d . . . H14A H 0.5930 0.8131 0.6989 0.054 Uiso 1 1 calc R . . H14B H 0.5017 0.7845 0.7577 0.054 Uiso 1 1 calc R . . C15 C 0.5377(3) 0.76673(8) 0.5846(3) 0.0467(7) Uani 1 1 d . . . C16 C 0.6501(3) 0.73798(8) 0.6379(3) 0.0451(7) Uani 1 1 d . . . C17 C 0.7338(3) 0.73890(10) 0.7659(3) 0.0639(9) Uani 1 1 d . . . H17 H 0.7211 0.7580 0.8226 0.077 Uiso 1 1 calc R . . C18 C 0.8366(4) 0.71132(11) 0.8100(4) 0.0778(11) Uani 1 1 d . . . H18 H 0.8923 0.7121 0.8963 0.093 Uiso 1 1 calc R . . C19 C 0.8573(4) 0.68336(11) 0.7299(4) 0.0756(10) Uani 1 1 d . . . H19 H 0.9273 0.6652 0.7607 0.091 Uiso 1 1 calc R . . C20 C 0.7751(4) 0.68175(10) 0.6033(4) 0.0766(11) Uani 1 1 d . . . H20 H 0.7890 0.6625 0.5476 0.092 Uiso 1 1 calc R . . C21 C 0.6719(4) 0.70872(9) 0.5588(3) 0.0613(8) Uani 1 1 d . . . H21 H 0.6152 0.7072 0.4730 0.074 Uiso 1 1 calc R . . C22 C 0.3831(3) 0.93904(8) 0.3635(3) 0.0470(7) Uani 1 1 d . . . C23 C 0.4238(4) 0.97042(10) 0.3041(4) 0.0736(10) Uani 1 1 d . . . H23 H 0.4920 0.9682 0.2550 0.088 Uiso 1 1 calc R . . C24 C 0.3640(5) 1.00488(10) 0.3171(4) 0.0858(12) Uani 1 1 d . . . H24 H 0.3908 1.0259 0.2758 0.103 Uiso 1 1 calc R . . C25 C 0.2655(4) 1.00830(11) 0.3903(4) 0.0806(11) Uani 1 1 d . . . H25 H 0.2242 1.0316 0.3980 0.097 Uiso 1 1 calc R . . C26 C 0.2271(5) 0.97776(12) 0.4525(5) 0.0891(12) Uani 1 1 d . . . H26 H 0.1617 0.9804 0.5045 0.107 Uiso 1 1 calc R . . C27 C 0.2853(4) 0.94297(10) 0.4384(4) 0.0678(9) Uani 1 1 d . . . H27 H 0.2579 0.9221 0.4798 0.081 Uiso 1 1 calc R . . C28 C 0.3362(3) 0.87024(8) 0.2040(2) 0.0402(6) Uani 1 1 d . . . C29 C 0.3743(3) 0.83548(9) 0.1644(3) 0.0538(7) Uani 1 1 d . . . H29 H 0.4609 0.8244 0.2078 0.065 Uiso 1 1 calc R . . C30 C 0.2835(4) 0.81740(10) 0.0605(3) 0.0657(9) Uani 1 1 d . . . H30 H 0.3093 0.7941 0.0328 0.079 Uiso 1 1 calc R . . C31 C 0.1546(4) 0.83357(11) -0.0029(3) 0.0649(9) Uani 1 1 d . . . H31 H 0.0931 0.8209 -0.0722 0.078 Uiso 1 1 calc R . . C32 C 0.1165(3) 0.86771(10) 0.0348(3) 0.0603(9) Uani 1 1 d . . . H32 H 0.0291 0.8784 -0.0083 0.072 Uiso 1 1 calc R . . C33 C 0.2083(3) 0.88670(9) 0.1382(3) 0.0519(7) Uani 1 1 d . . . H33 H 0.1836 0.9104 0.1629 0.062 Uiso 1 1 calc R . . C34 C 0.6271(3) 0.90030(7) 0.3099(3) 0.0428(6) Uani 1 1 d . . . C35 C 0.7474(3) 0.90360(9) 0.4142(3) 0.0544(8) Uani 1 1 d . . . H35 H 0.7410 0.8987 0.4998 0.065 Uiso 1 1 calc R . . C36 C 0.8764(3) 0.91423(11) 0.3899(4) 0.0695(9) Uani 1 1 d . . . H36 H 0.9574 0.9166 0.4597 0.083 Uiso 1 1 calc R . . C37 C 0.8868(4) 0.92130(11) 0.2643(4) 0.0715(10) Uani 1 1 d . . . H37 H 0.9742 0.9290 0.2496 0.086 Uiso 1 1 calc R . . C38 C 0.7691(4) 0.91714(10) 0.1596(4) 0.0655(9) Uani 1 1 d . . . H38 H 0.7772 0.9214 0.0741 0.079 Uiso 1 1 calc R . . C39 C 0.6393(3) 0.90656(9) 0.1822(3) 0.0533(7) Uani 1 1 d . . . H39 H 0.5593 0.9036 0.1116 0.064 Uiso 1 1 calc R . . H5D H 0.825(4) 0.8283(12) 0.598(3) 0.05(2) Uiso 0.50 1 d PD . . H5E H 0.836(8) 0.8455(15) 0.690(8) 0.08(3) Uiso 0.50 1 d PD . . 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 Br1 0.04493(19) 0.0970(3) 0.0541(2) 0.00567(17) 0.00335(14) -0.00482(17) P1 0.0398(4) 0.0462(4) 0.0345(4) 0.0025(3) 0.0081(3) 0.0005(3) O1 0.0596(13) 0.1023(19) 0.0415(12) -0.0026(11) 0.0004(10) -0.0339(13) O2 0.0662(13) 0.0744(15) 0.0443(12) 0.0139(10) 0.0073(10) -0.0234(11) O3 0.0480(12) 0.1026(19) 0.0660(15) -0.0210(13) -0.0076(11) 0.0113(12) O4 0.0836(16) 0.0784(16) 0.0380(12) -0.0059(11) -0.0064(11) 0.0143(13) O5 0.102(5) 0.079(5) 0.165(8) -0.015(5) 0.038(5) 0.008(4) C1 0.0397(14) 0.0574(18) 0.0316(14) 0.0042(12) 0.0051(12) -0.0029(13) C2 0.0371(14) 0.0512(16) 0.0308(13) 0.0018(12) 0.0021(11) 0.0004(12) C3 0.0362(13) 0.0509(16) 0.0298(13) 0.0025(11) 0.0020(11) -0.0028(12) C4 0.0421(15) 0.0536(18) 0.0424(16) 0.0054(13) 0.0070(13) -0.0026(13) C5 0.081(2) 0.081(3) 0.075(2) 0.010(2) 0.028(2) -0.031(2) C6 0.0396(14) 0.0544(17) 0.0309(13) 0.0016(12) 0.0035(11) -0.0029(12) C7 0.0436(16) 0.066(2) 0.0374(15) 0.0012(14) 0.0090(13) -0.0022(14) C8 0.0512(17) 0.0545(18) 0.0436(16) 0.0082(14) 0.0136(14) 0.0017(14) C9 0.0561(19) 0.055(2) 0.080(2) -0.0047(18) 0.0098(17) -0.0010(16) C10 0.080(3) 0.066(3) 0.111(3) -0.022(2) 0.002(2) 0.000(2) C11 0.124(4) 0.060(2) 0.111(4) -0.018(2) 0.016(3) 0.015(3) C12 0.089(3) 0.082(3) 0.092(3) -0.004(2) 0.019(2) 0.033(2) C13 0.0559(19) 0.083(3) 0.062(2) -0.0027(19) 0.0136(16) 0.0134(18) C14 0.0414(14) 0.0553(17) 0.0346(14) 0.0023(12) 0.0015(12) -0.0005(13) C15 0.0466(16) 0.0520(18) 0.0397(16) 0.0034(13) 0.0071(13) -0.0058(13) C16 0.0442(15) 0.0494(17) 0.0417(15) 0.0051(13) 0.0104(13) -0.0054(13) C17 0.0529(18) 0.073(2) 0.057(2) -0.0075(17) -0.0031(16) 0.0104(16) C18 0.059(2) 0.089(3) 0.074(2) 0.008(2) -0.0051(18) 0.014(2) C19 0.063(2) 0.064(2) 0.102(3) 0.012(2) 0.025(2) 0.0135(18) C20 0.090(3) 0.055(2) 0.092(3) 0.003(2) 0.035(2) 0.011(2) C21 0.074(2) 0.060(2) 0.0498(18) 0.0025(16) 0.0151(16) 0.0011(17) C22 0.0471(15) 0.0488(17) 0.0442(16) -0.0010(13) 0.0097(13) -0.0016(13) C23 0.096(3) 0.057(2) 0.080(2) 0.0072(18) 0.045(2) 0.0111(19) C24 0.114(3) 0.048(2) 0.105(3) 0.006(2) 0.045(3) 0.011(2) C25 0.080(3) 0.058(2) 0.101(3) -0.018(2) 0.018(2) 0.013(2) C26 0.089(3) 0.075(3) 0.119(3) -0.016(3) 0.056(3) 0.009(2) C27 0.072(2) 0.058(2) 0.084(2) -0.0015(18) 0.0379(19) 0.0026(17) C28 0.0411(14) 0.0476(16) 0.0322(14) 0.0046(12) 0.0094(11) 0.0010(12) C29 0.0560(18) 0.0531(18) 0.0488(17) 0.0000(14) 0.0063(14) 0.0069(14) C30 0.081(2) 0.058(2) 0.056(2) -0.0131(16) 0.0118(18) -0.0027(18) C31 0.063(2) 0.083(3) 0.0450(18) -0.0115(17) 0.0064(16) -0.0184(19) C32 0.0457(17) 0.084(3) 0.0452(18) 0.0062(16) 0.0001(14) 0.0013(16) C33 0.0474(16) 0.0618(19) 0.0459(17) 0.0012(14) 0.0101(14) 0.0072(14) C34 0.0426(14) 0.0454(16) 0.0423(15) 0.0024(12) 0.0139(12) 0.0034(12) C35 0.0462(16) 0.072(2) 0.0456(17) 0.0012(15) 0.0120(14) 0.0029(15) C36 0.0434(17) 0.094(3) 0.069(2) -0.005(2) 0.0102(16) 0.0011(17) C37 0.0516(19) 0.088(3) 0.084(3) -0.003(2) 0.0337(19) -0.0048(18) C38 0.074(2) 0.072(2) 0.061(2) 0.0068(17) 0.0368(19) 0.0008(18) C39 0.0549(18) 0.063(2) 0.0427(17) 0.0045(14) 0.0143(14) 0.0011(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.767(3) . ? P1 C34 1.786(3) . ? P1 C28 1.792(3) . ? P1 C22 1.797(3) . ? O1 C4 1.190(3) . ? O2 C4 1.322(3) . ? O2 C5 1.444(4) . ? O3 C7 1.216(3) . ? O4 C15 1.216(3) . ? O5 H5D 0.794(18) . ? O5 H5E 0.81(2) . ? C1 C2 1.310(4) . ? C1 H1 0.9300 . ? C2 C3 1.510(4) . ? C2 H2 0.9300 . ? C3 C4 1.532(4) . ? C3 C6 1.541(4) . ? C3 C14 1.549(4) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.499(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.486(4) . ? C8 C9 1.382(4) . ? C8 C13 1.382(4) . ? C9 C10 1.377(5) . ? C9 H9 0.9300 . ? C10 C11 1.372(6) . ? C10 H10 0.9300 . ? C11 C12 1.364(6) . ? C11 H11 0.9300 . ? C12 C13 1.366(5) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.503(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.489(4) . ? C16 C21 1.377(4) . ? C16 C17 1.383(4) . ? C17 C18 1.386(5) . ? C17 H17 0.9300 . ? C18 C19 1.345(5) . ? C18 H18 0.9300 . ? C19 C20 1.366(5) . ? C19 H19 0.9300 . ? C20 C21 1.374(5) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C27 1.370(4) . ? C22 C23 1.379(4) . ? C23 C24 1.373(5) . ? C23 H23 0.9300 . ? C24 C25 1.360(6) . ? C24 H24 0.9300 . ? C25 C26 1.362(6) . ? C25 H25 0.9300 . ? C26 C27 1.379(5) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C33 1.380(4) . ? C28 C29 1.380(4) . ? C29 C30 1.374(4) . ? C29 H29 0.9300 . ? C30 C31 1.376(5) . ? C30 H30 0.9300 . ? C31 C32 1.353(5) . ? C31 H31 0.9300 . ? C32 C33 1.390(4) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 C35 1.384(4) . ? C34 C39 1.389(4) . ? C35 C36 1.376(4) . ? C35 H35 0.9300 . ? C36 C37 1.366(5) . ? C36 H36 0.9300 . ? C37 C38 1.373(5) . ? C37 H37 0.9300 . ? C38 C39 1.375(4) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? 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 P1 C34 111.46(13) . . ? C1 P1 C28 110.40(13) . . ? C34 P1 C28 110.34(13) . . ? C1 P1 C22 107.60(13) . . ? C34 P1 C22 107.33(13) . . ? C28 P1 C22 109.61(13) . . ? C4 O2 C5 117.2(2) . . ? H5D O5 H5E 89(7) . . ? C2 C1 P1 123.1(2) . . ? C2 C1 H1 118.4 . . ? P1 C1 H1 118.4 . . ? C1 C2 C3 123.7(2) . . ? C1 C2 H2 118.1 . . ? C3 C2 H2 118.1 . . ? C2 C3 C4 109.6(2) . . ? C2 C3 C6 110.1(2) . . ? C4 C3 C6 110.5(2) . . ? C2 C3 C14 111.9(2) . . ? C4 C3 C14 108.2(2) . . ? C6 C3 C14 106.44(19) . . ? O1 C4 O2 123.9(3) . . ? O1 C4 C3 125.9(3) . . ? O2 C4 C3 110.2(2) . . ? O2 C5 H5A 109.5 . . ? O2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C3 114.2(2) . . ? C7 C6 H6A 108.7 . . ? C3 C6 H6A 108.7 . . ? C7 C6 H6B 108.7 . . ? C3 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? O3 C7 C8 119.9(3) . . ? O3 C7 C6 120.2(3) . . ? C8 C7 C6 119.9(2) . . ? C9 C8 C13 119.3(3) . . ? C9 C8 C7 121.6(3) . . ? C13 C8 C7 119.2(3) . . ? C10 C9 C8 119.7(3) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C11 C10 C9 120.3(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 120.1(4) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C13 120.3(4) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C12 C13 C8 120.4(4) . . ? C12 C13 H13 119.8 . . ? C8 C13 H13 119.8 . . ? C15 C14 C3 116.0(2) . . ? C15 C14 H14A 108.3 . . ? C3 C14 H14A 108.3 . . ? C15 C14 H14B 108.3 . . ? C3 C14 H14B 108.3 . . ? H14A C14 H14B 107.4 . . ? O4 C15 C16 120.6(3) . . ? O4 C15 C14 121.4(3) . . ? C16 C15 C14 118.0(2) . . ? C21 C16 C17 117.6(3) . . ? C21 C16 C15 119.7(3) . . ? C17 C16 C15 122.7(3) . . ? C16 C17 C18 120.1(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 121.1(4) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C18 C19 C20 119.8(4) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C19 C20 C21 119.7(4) . . ? C19 C20 H20 120.2 . . ? C21 C20 H20 120.2 . . ? C20 C21 C16 121.7(3) . . ? C20 C21 H21 119.1 . . ? C16 C21 H21 119.1 . . ? C27 C22 C23 119.0(3) . . ? C27 C22 P1 120.1(2) . . ? C23 C22 P1 120.9(2) . . ? C24 C23 C22 120.4(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 120.0(4) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.4(4) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C27 119.9(4) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C22 C27 C26 120.3(3) . . ? C22 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C33 C28 C29 119.8(3) . . ? C33 C28 P1 120.8(2) . . ? C29 C28 P1 119.3(2) . . ? C30 C29 C28 119.6(3) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? C29 C30 C31 120.3(3) . . ? C29 C30 H30 119.8 . . ? C31 C30 H30 119.8 . . ? C32 C31 C30 120.6(3) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 119.9(3) . . ? C31 C32 H32 120.1 . . ? C33 C32 H32 120.1 . . ? C28 C33 C32 119.8(3) . . ? C28 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C35 C34 C39 119.7(3) . . ? C35 C34 P1 119.9(2) . . ? C39 C34 P1 120.0(2) . . ? C36 C35 C34 119.3(3) . . ? C36 C35 H35 120.4 . . ? C34 C35 H35 120.4 . . ? C37 C36 C35 120.7(3) . . ? C37 C36 H36 119.6 . . ? C35 C36 H36 119.6 . . ? C36 C37 C38 120.5(3) . . ? C36 C37 H37 119.7 . . ? C38 C37 H37 119.7 . . ? C37 C38 C39 119.5(3) . . ? C37 C38 H38 120.3 . . ? C39 C38 H38 120.3 . . ? C38 C39 C34 120.2(3) . . ? C38 C39 H39 119.9 . . ? C34 C39 H39 119.9 . . ? 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 C34 P1 C1 C2 -137.3(2) . . . . ? C28 P1 C1 C2 -14.3(3) . . . . ? C22 P1 C1 C2 105.3(3) . . . . ? P1 C1 C2 C3 -172.7(2) . . . . ? C1 C2 C3 C4 171.1(3) . . . . ? C1 C2 C3 C6 49.4(3) . . . . ? C1 C2 C3 C14 -68.8(3) . . . . ? C5 O2 C4 O1 -1.5(5) . . . . ? C5 O2 C4 C3 180.0(3) . . . . ? C2 C3 C4 O1 9.3(4) . . . . ? C6 C3 C4 O1 130.8(3) . . . . ? C14 C3 C4 O1 -113.0(3) . . . . ? C2 C3 C4 O2 -172.2(2) . . . . ? C6 C3 C4 O2 -50.7(3) . . . . ? C14 C3 C4 O2 65.5(3) . . . . ? C2 C3 C6 C7 60.6(3) . . . . ? C4 C3 C6 C7 -60.6(3) . . . . ? C14 C3 C6 C7 -177.9(2) . . . . ? C3 C6 C7 O3 15.3(4) . . . . ? C3 C6 C7 C8 -165.3(2) . . . . ? O3 C7 C8 C9 -160.3(3) . . . . ? C6 C7 C8 C9 20.2(4) . . . . ? O3 C7 C8 C13 19.2(5) . . . . ? C6 C7 C8 C13 -160.2(3) . . . . ? C13 C8 C9 C10 -0.5(5) . . . . ? C7 C8 C9 C10 179.0(3) . . . . ? C8 C9 C10 C11 0.5(6) . . . . ? C9 C10 C11 C12 0.0(7) . . . . ? C10 C11 C12 C13 -0.4(7) . . . . ? C11 C12 C13 C8 0.4(6) . . . . ? C9 C8 C13 C12 0.1(5) . . . . ? C7 C8 C13 C12 -179.5(3) . . . . ? C2 C3 C14 C15 -56.8(3) . . . . ? C4 C3 C14 C15 64.0(3) . . . . ? C6 C3 C14 C15 -177.2(2) . . . . ? C3 C14 C15 O4 10.0(4) . . . . ? C3 C14 C15 C16 -168.8(2) . . . . ? O4 C15 C16 C21 -3.3(4) . . . . ? C14 C15 C16 C21 175.6(3) . . . . ? O4 C15 C16 C17 177.7(3) . . . . ? C14 C15 C16 C17 -3.4(4) . . . . ? C21 C16 C17 C18 0.9(5) . . . . ? C15 C16 C17 C18 180.0(3) . . . . ? C16 C17 C18 C19 0.1(6) . . . . ? C17 C18 C19 C20 -0.6(6) . . . . ? C18 C19 C20 C21 0.0(6) . . . . ? C19 C20 C21 C16 1.1(5) . . . . ? C17 C16 C21 C20 -1.6(5) . . . . ? C15 C16 C21 C20 179.4(3) . . . . ? C1 P1 C22 C27 -33.5(3) . . . . ? C34 P1 C22 C27 -153.6(3) . . . . ? C28 P1 C22 C27 86.6(3) . . . . ? C1 P1 C22 C23 147.8(3) . . . . ? C34 P1 C22 C23 27.7(3) . . . . ? C28 P1 C22 C23 -92.1(3) . . . . ? C27 C22 C23 C24 -1.7(6) . . . . ? P1 C22 C23 C24 177.0(3) . . . . ? C22 C23 C24 C25 0.9(6) . . . . ? C23 C24 C25 C26 0.9(7) . . . . ? C24 C25 C26 C27 -1.8(7) . . . . ? C23 C22 C27 C26 0.8(5) . . . . ? P1 C22 C27 C26 -177.9(3) . . . . ? C25 C26 C27 C22 0.9(6) . . . . ? C1 P1 C28 C33 114.6(2) . . . . ? C34 P1 C28 C33 -121.8(2) . . . . ? C22 P1 C28 C33 -3.8(3) . . . . ? C1 P1 C28 C29 -65.3(3) . . . . ? C34 P1 C28 C29 58.4(3) . . . . ? C22 P1 C28 C29 176.4(2) . . . . ? C33 C28 C29 C30 -0.7(5) . . . . ? P1 C28 C29 C30 179.2(2) . . . . ? C28 C29 C30 C31 -0.8(5) . . . . ? C29 C30 C31 C32 1.0(5) . . . . ? C30 C31 C32 C33 0.2(5) . . . . ? C29 C28 C33 C32 1.9(4) . . . . ? P1 C28 C33 C32 -178.0(2) . . . . ? C31 C32 C33 C28 -1.6(5) . . . . ? C1 P1 C34 C35 -31.7(3) . . . . ? C28 P1 C34 C35 -154.8(2) . . . . ? C22 P1 C34 C35 85.8(3) . . . . ? C1 P1 C34 C39 155.4(2) . . . . ? C28 P1 C34 C39 32.4(3) . . . . ? C22 P1 C34 C39 -87.0(3) . . . . ? C39 C34 C35 C36 2.1(5) . . . . ? P1 C34 C35 C36 -170.8(3) . . . . ? C34 C35 C36 C37 -0.4(5) . . . . ? C35 C36 C37 C38 -1.4(6) . . . . ? C36 C37 C38 C39 1.4(6) . . . . ? C37 C38 C39 C34 0.3(5) . . . . ? C35 C34 C39 C38 -2.1(5) . . . . ? P1 C34 C39 C38 170.8(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5E Br1 0.81(2) 2.41(3) 3.204(8) 168(8) . C1 H1 Br1 0.93 2.85 3.774(3) 173.6 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.730 _refine_diff_density_min -0.353 _refine_diff_density_rms 0.052 _database_code_depnum_ccdc_archive 'CCDC 931342' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mo_dm12338_0m #TrackingRef 'web_deposit_cif_file_0_PengWang_1364383324.mo_dm12338_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H46 Cl2 O7 Rh2' _chemical_formula_weight 987.55 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.3366(13) _cell_length_b 14.6059(12) _cell_length_c 17.7679(14) _cell_angle_alpha 90.00 _cell_angle_beta 105.4680(10) _cell_angle_gamma 90.00 _cell_volume 4086.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used 9915 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 30.46 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 0.991 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7554 _exptl_absorpt_correction_T_max 0.9614 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 39041 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0337 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 30.47 _reflns_number_total 12383 _reflns_number_gt 9877 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0363P)^2^+4.4825P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12383 _refine_ls_number_parameters 518 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0469 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0827 _refine_ls_wR_factor_gt 0.0736 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.017 _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 0.620620(10) 1.054095(12) 0.799078(10) 0.01694(4) Uani 1 1 d . . . Rh2 Rh 0.724299(10) 0.869638(12) 0.857076(10) 0.01717(4) Uani 1 1 d . . . Cl1 Cl 0.60721(3) 0.90238(4) 0.74827(3) 0.02064(10) Uani 1 1 d . . . Cl2 Cl 0.65377(4) 0.97705(4) 0.92235(3) 0.02255(11) Uani 1 1 d . . . O1 O 0.48860(10) 1.18388(11) 0.72375(9) 0.0205(3) Uani 1 1 d . . . O2 O 0.61704(15) 1.24859(14) 0.57694(12) 0.0408(5) Uani 1 1 d . . . O3 O 0.60160(15) 1.36420(13) 0.65377(12) 0.0393(5) Uani 1 1 d . . . O4 O 0.90131(10) 0.85547(13) 0.84773(10) 0.0278(4) Uani 1 1 d . . . O5 O 0.95455(17) 0.6221(2) 0.86227(19) 0.0764(10) Uani 1 1 d . . . O6 O 0.82963(14) 0.58924(15) 0.78172(13) 0.0414(5) Uani 1 1 d . . . O7 O 0.0684(2) 0.6788(2) 0.15326(19) 0.0676(8) Uani 1 1 d . . . C1 C 0.52172(14) 1.10528(15) 0.69921(12) 0.0195(4) Uani 1 1 d . . . C2 C 0.60460(14) 1.11885(15) 0.69101(13) 0.0195(4) Uani 1 1 d . . . H2 H 0.6231 1.0881 0.6480 0.023 Uiso 1 1 calc R . . C3 C 0.62731(14) 1.21816(16) 0.71166(13) 0.0209(4) Uani 1 1 d . . . C4 C 0.56419(14) 1.23608(15) 0.76191(13) 0.0201(4) Uani 1 1 d . . . H4 H 0.5528 1.3025 0.7683 0.024 Uiso 1 1 calc R . . C5 C 0.60866(14) 1.18884(15) 0.83762(13) 0.0193(4) Uani 1 1 d . . . H5 H 0.5904 1.2001 0.8862 0.023 Uiso 1 1 calc R . . C6 C 0.69484(14) 1.17585(15) 0.84128(13) 0.0205(4) Uani 1 1 d . . . C7 C 0.71516(15) 1.22058(16) 0.77049(14) 0.0223(4) Uani 1 1 d . . . H7A H 0.7574 1.1846 0.7520 0.027 Uiso 1 1 calc R . . H7B H 0.7360 1.2841 0.7819 0.027 Uiso 1 1 calc R . . C8 C 0.61549(15) 1.27730(17) 0.63987(14) 0.0241(5) Uani 1 1 d . . . C9 C 0.5819(2) 1.4250(2) 0.58677(18) 0.0432(7) Uani 1 1 d . . . H9A H 0.6332 1.4352 0.5692 0.065 Uiso 1 1 calc R . . H9B H 0.5614 1.4836 0.6014 0.065 Uiso 1 1 calc R . . H9C H 0.5379 1.3971 0.5444 0.065 Uiso 1 1 calc R . . C10 C 0.45694(14) 1.03708(15) 0.66326(13) 0.0206(4) Uani 1 1 d . . . C11 C 0.38691(15) 1.02473(17) 0.69275(14) 0.0249(5) Uani 1 1 d . . . H11 H 0.3815 1.0599 0.7362 0.030 Uiso 1 1 calc R . . C12 C 0.32496(16) 0.96110(18) 0.65883(16) 0.0305(5) Uani 1 1 d . . . H12 H 0.2773 0.9528 0.6792 0.037 Uiso 1 1 calc R . . C13 C 0.33228(17) 0.90998(18) 0.59580(16) 0.0310(5) Uani 1 1 d . . . H13 H 0.2898 0.8663 0.5730 0.037 Uiso 1 1 calc R . . C14 C 0.40147(17) 0.92216(18) 0.56549(15) 0.0307(5) Uani 1 1 d . . . H14 H 0.4061 0.8872 0.5217 0.037 Uiso 1 1 calc R . . C15 C 0.46369(16) 0.98520(18) 0.59896(14) 0.0260(5) Uani 1 1 d . . . H15 H 0.5111 0.9933 0.5783 0.031 Uiso 1 1 calc R . . C16 C 0.76365(15) 1.15844(17) 0.91341(14) 0.0241(5) Uani 1 1 d . . . C17 C 0.84094(17) 1.1228(2) 0.90875(18) 0.0349(6) Uani 1 1 d . . . H17 H 0.8502 1.1107 0.8592 0.042 Uiso 1 1 calc R . . C18 C 0.90511(19) 1.1047(3) 0.9768(2) 0.0463(8) Uani 1 1 d . . . H18 H 0.9577 1.0799 0.9731 0.056 Uiso 1 1 calc R . . C19 C 0.89288(19) 1.1225(2) 1.0489(2) 0.0470(8) Uani 1 1 d . . . H19 H 0.9363 1.1091 1.0949 0.056 Uiso 1 1 calc R . . C20 C 0.81676(19) 1.1602(2) 1.05395(17) 0.0405(7) Uani 1 1 d . . . H20 H 0.8085 1.1742 1.1036 0.049 Uiso 1 1 calc R . . C21 C 0.75244(16) 1.17760(19) 0.98671(15) 0.0289(5) Uani 1 1 d . . . H21 H 0.7002 1.2029 0.9908 0.035 Uiso 1 1 calc R . . C22 C 0.82228(14) 0.85327(17) 0.79387(14) 0.0231(4) Uani 1 1 d . . . C23 C 0.77780(14) 0.77164(16) 0.79955(13) 0.0214(4) Uani 1 1 d . . . H23 H 0.7426 0.7410 0.7515 0.026 Uiso 1 1 calc R . . C24 C 0.83407(15) 0.71535(17) 0.86528(14) 0.0250(5) Uani 1 1 d . . . C25 C 0.89062(15) 0.79437(19) 0.90824(15) 0.0269(5) Uani 1 1 d . . . H25 H 0.9455 0.7732 0.9441 0.032 Uiso 1 1 calc R . . C26 C 0.83191(14) 0.84022(17) 0.95012(13) 0.0228(4) Uani 1 1 d . . . H26 H 0.8542 0.8859 0.9926 0.027 Uiso 1 1 calc R . . C27 C 0.76617(14) 0.77869(16) 0.95408(13) 0.0215(4) Uani 1 1 d . . . C28 C 0.78143(16) 0.68644(17) 0.92133(15) 0.0256(5) Uani 1 1 d . . . H28A H 0.7275 0.6567 0.8932 0.031 Uiso 1 1 calc R . . H28B H 0.8138 0.6449 0.9627 0.031 Uiso 1 1 calc R . . C29 C 0.88065(19) 0.6383(2) 0.83805(17) 0.0359(6) Uani 1 1 d . . . C30 C 0.8674(3) 0.5143(2) 0.7490(2) 0.0529(9) Uani 1 1 d . . . H30A H 0.9163 0.5369 0.7325 0.079 Uiso 1 1 calc R . . H30B H 0.8253 0.4888 0.7039 0.079 Uiso 1 1 calc R . . H30C H 0.8860 0.4665 0.7886 0.079 Uiso 1 1 calc R . . C31 C 0.81413(15) 0.91782(17) 0.72904(14) 0.0233(4) Uani 1 1 d . . . C32 C 0.86721(16) 0.99435(19) 0.73807(16) 0.0292(5) Uani 1 1 d . . . H32 H 0.9084 1.0044 0.7864 0.035 Uiso 1 1 calc R . . C33 C 0.8604(2) 1.0557(2) 0.67734(19) 0.0379(6) Uani 1 1 d . . . H33 H 0.8971 1.1073 0.6839 0.045 Uiso 1 1 calc R . . C34 C 0.7998(2) 1.0418(2) 0.60683(18) 0.0390(7) Uani 1 1 d . . . H34 H 0.7935 1.0851 0.5658 0.047 Uiso 1 1 calc R . . C35 C 0.74848(19) 0.9645(2) 0.59639(16) 0.0341(6) Uani 1 1 d . . . H35 H 0.7084 0.9540 0.5475 0.041 Uiso 1 1 calc R . . C36 C 0.75541(17) 0.90277(18) 0.65683(15) 0.0278(5) Uani 1 1 d . . . H36 H 0.7202 0.8500 0.6493 0.033 Uiso 1 1 calc R . . C37 C 0.71090(15) 0.78575(17) 1.00759(13) 0.0231(4) Uani 1 1 d . . . C38 C 0.63559(16) 0.7357(2) 0.99292(16) 0.0314(5) Uani 1 1 d . . . H38 H 0.6200 0.6965 0.9487 0.038 Uiso 1 1 calc R . . C39 C 0.58318(18) 0.7432(2) 1.04290(19) 0.0410(7) Uani 1 1 d . . . H39 H 0.5321 0.7087 1.0329 0.049 Uiso 1 1 calc R . . C40 C 0.60511(19) 0.8005(2) 1.10700(18) 0.0391(7) Uani 1 1 d . . . H40 H 0.5691 0.8053 1.1409 0.047 Uiso 1 1 calc R . . C41 C 0.67923(18) 0.8508(2) 1.12185(16) 0.0334(6) Uani 1 1 d . . . H41 H 0.6941 0.8905 1.1657 0.040 Uiso 1 1 calc R . . C42 C 0.73186(16) 0.84332(18) 1.07272(14) 0.0268(5) Uani 1 1 d . . . H42 H 0.7830 0.8778 1.0834 0.032 Uiso 1 1 calc R . . C43 C 0.0253(2) 0.6331(4) 0.0832(3) 0.0766(16) Uani 1 1 d . . . H43A H -0.0170 0.6746 0.0496 0.092 Uiso 1 1 calc R . . H43B H -0.0048 0.5786 0.0954 0.092 Uiso 1 1 calc R . . C44 C 0.0918(3) 0.6044(4) 0.0411(3) 0.0671(12) Uani 1 1 d . . . H44A H 0.1150 0.6590 0.0222 0.101 Uiso 1 1 calc R . . H44B H 0.0652 0.5648 -0.0032 0.101 Uiso 1 1 calc R . . H44C H 0.1377 0.5709 0.0774 0.101 Uiso 1 1 calc R . . C45 C 0.0150(3) 0.7019(4) 0.2020(3) 0.0817(15) Uani 1 1 d . . . H45A H 0.0513 0.7216 0.2534 0.098 Uiso 1 1 calc R . . H45B H -0.0157 0.6461 0.2107 0.098 Uiso 1 1 calc R . . C46 C -0.0459(4) 0.7721(4) 0.1727(3) 0.0894(17) Uani 1 1 d . . . H46A H -0.0175 0.8250 0.1569 0.134 Uiso 1 1 calc R . . H46B H -0.0726 0.7907 0.2136 0.134 Uiso 1 1 calc R . . H46C H -0.0894 0.7489 0.1276 0.134 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 0.01895(8) 0.01497(8) 0.01701(8) 0.00002(6) 0.00501(6) 0.00144(6) Rh2 0.01766(8) 0.01619(8) 0.01700(8) -0.00010(6) 0.00345(6) -0.00001(6) Cl1 0.0206(2) 0.0165(2) 0.0218(2) -0.00148(19) 0.00043(19) 0.00203(18) Cl2 0.0324(3) 0.0181(2) 0.0185(2) 0.00192(19) 0.0090(2) 0.0046(2) O1 0.0220(7) 0.0165(7) 0.0223(8) -0.0007(6) 0.0049(6) 0.0027(6) O2 0.0705(15) 0.0292(11) 0.0270(9) 0.0017(8) 0.0207(10) -0.0016(10) O3 0.0706(15) 0.0201(9) 0.0290(10) 0.0055(7) 0.0165(10) 0.0027(9) O4 0.0193(8) 0.0385(11) 0.0248(8) 0.0051(7) 0.0046(6) -0.0012(7) O5 0.0495(15) 0.088(2) 0.080(2) -0.0239(17) -0.0018(14) 0.0401(15) O6 0.0495(12) 0.0309(11) 0.0465(12) -0.0056(9) 0.0179(10) 0.0112(9) O7 0.078(2) 0.0604(18) 0.075(2) 0.0065(15) 0.0385(17) 0.0043(15) C1 0.0238(10) 0.0185(10) 0.0155(9) 0.0003(8) 0.0042(8) 0.0042(8) C2 0.0240(10) 0.0176(10) 0.0170(9) 0.0004(8) 0.0057(8) 0.0008(8) C3 0.0246(10) 0.0200(11) 0.0186(10) -0.0002(8) 0.0068(8) -0.0007(8) C4 0.0233(10) 0.0158(10) 0.0205(10) 0.0000(8) 0.0044(8) 0.0014(8) C5 0.0236(10) 0.0156(10) 0.0188(10) -0.0020(8) 0.0059(8) 0.0025(8) C6 0.0236(10) 0.0162(10) 0.0214(10) -0.0018(8) 0.0056(8) -0.0009(8) C7 0.0236(10) 0.0205(11) 0.0233(10) 0.0008(9) 0.0072(9) -0.0018(8) C8 0.0273(11) 0.0216(11) 0.0236(11) 0.0014(9) 0.0071(9) -0.0036(9) C9 0.065(2) 0.0275(14) 0.0365(15) 0.0138(12) 0.0122(14) 0.0013(13) C10 0.0224(10) 0.0174(10) 0.0198(10) 0.0024(8) 0.0018(8) 0.0030(8) C11 0.0262(11) 0.0233(11) 0.0252(11) 0.0016(9) 0.0068(9) -0.0001(9) C12 0.0243(11) 0.0286(13) 0.0367(14) 0.0033(11) 0.0050(10) -0.0024(10) C13 0.0294(12) 0.0197(12) 0.0356(13) 0.0009(10) -0.0056(10) -0.0021(9) C14 0.0360(13) 0.0237(12) 0.0268(12) -0.0058(10) -0.0016(10) 0.0030(10) C15 0.0272(11) 0.0271(12) 0.0222(11) -0.0026(9) 0.0038(9) 0.0026(9) C16 0.0227(11) 0.0206(11) 0.0264(11) -0.0006(9) 0.0023(9) -0.0036(8) C17 0.0266(12) 0.0401(16) 0.0364(14) -0.0012(12) 0.0058(11) 0.0040(11) C18 0.0241(13) 0.056(2) 0.0524(19) 0.0064(16) -0.0002(12) 0.0041(13) C19 0.0321(15) 0.056(2) 0.0414(17) 0.0150(15) -0.0107(12) -0.0091(13) C20 0.0384(15) 0.0526(19) 0.0260(13) 0.0052(13) 0.0009(11) -0.0090(13) C21 0.0277(12) 0.0322(14) 0.0245(11) 0.0005(10) 0.0031(9) -0.0028(10) C22 0.0201(10) 0.0282(12) 0.0215(10) 0.0003(9) 0.0062(8) 0.0039(9) C23 0.0223(10) 0.0215(11) 0.0206(10) 0.0000(8) 0.0059(8) 0.0049(8) C24 0.0249(11) 0.0258(12) 0.0236(11) 0.0050(9) 0.0055(9) 0.0059(9) C25 0.0202(10) 0.0341(13) 0.0247(11) 0.0058(10) 0.0032(9) 0.0011(9) C26 0.0207(10) 0.0270(12) 0.0185(10) 0.0006(9) 0.0014(8) -0.0020(9) C27 0.0206(10) 0.0221(11) 0.0187(10) 0.0021(8) 0.0000(8) 0.0004(8) C28 0.0284(12) 0.0194(11) 0.0274(12) 0.0043(9) 0.0050(9) 0.0024(9) C29 0.0389(15) 0.0377(16) 0.0321(14) 0.0054(12) 0.0113(11) 0.0142(12) C30 0.078(3) 0.0352(17) 0.053(2) -0.0024(15) 0.0308(19) 0.0206(17) C31 0.0230(10) 0.0256(12) 0.0235(11) 0.0007(9) 0.0099(9) 0.0028(9) C32 0.0279(12) 0.0305(13) 0.0309(13) -0.0011(10) 0.0108(10) -0.0025(10) C33 0.0408(15) 0.0322(15) 0.0451(16) 0.0051(12) 0.0192(13) -0.0056(12) C34 0.0492(17) 0.0390(16) 0.0330(14) 0.0114(12) 0.0185(13) 0.0019(13) C35 0.0404(15) 0.0392(16) 0.0235(12) 0.0037(11) 0.0102(11) 0.0037(12) C36 0.0330(13) 0.0270(13) 0.0248(11) 0.0014(10) 0.0100(10) 0.0012(10) C37 0.0224(10) 0.0255(12) 0.0203(10) 0.0071(9) 0.0038(8) 0.0041(9) C38 0.0268(12) 0.0353(14) 0.0304(13) 0.0063(11) 0.0047(10) -0.0018(10) C39 0.0265(13) 0.0511(19) 0.0462(17) 0.0140(15) 0.0109(12) -0.0022(12) C40 0.0356(14) 0.0504(18) 0.0371(15) 0.0167(13) 0.0198(12) 0.0147(13) C41 0.0411(15) 0.0346(15) 0.0262(12) 0.0055(11) 0.0118(11) 0.0098(11) C42 0.0288(12) 0.0278(12) 0.0234(11) 0.0043(9) 0.0063(9) 0.0022(10) C43 0.0350(18) 0.109(4) 0.086(3) 0.056(3) 0.0161(19) 0.013(2) C44 0.048(2) 0.097(4) 0.058(2) 0.006(2) 0.0178(18) 0.010(2) C45 0.097(4) 0.068(3) 0.098(4) 0.005(3) 0.058(3) 0.003(3) C46 0.098(4) 0.081(4) 0.105(4) 0.009(3) 0.055(3) 0.034(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C2 2.093(2) . ? Rh1 C5 2.110(2) . ? Rh1 C6 2.170(2) . ? Rh1 C1 2.188(2) . ? Rh1 Cl1 2.3808(6) . ? Rh1 Cl2 2.3925(6) . ? Rh2 C23 2.082(2) . ? Rh2 C26 2.111(2) . ? Rh2 C27 2.139(2) . ? Rh2 C22 2.200(2) . ? Rh2 Cl1 2.3775(6) . ? Rh2 Cl2 2.4180(6) . ? O1 C1 1.388(3) . ? O1 C4 1.456(3) . ? O2 C8 1.201(3) . ? O3 C8 1.324(3) . ? O3 C9 1.450(3) . ? O4 C22 1.387(3) . ? O4 C25 1.443(3) . ? O5 C29 1.192(4) . ? O6 C29 1.328(4) . ? O6 C30 1.452(4) . ? O7 C43 1.422(6) . ? O7 C45 1.425(5) . ? C1 C2 1.414(3) . ? C1 C10 1.470(3) . ? C2 C3 1.518(3) . ? C2 H2 1.0000 . ? C3 C8 1.510(3) . ? C3 C7 1.534(3) . ? C3 C4 1.556(3) . ? C4 C5 1.514(3) . ? C4 H4 1.0000 . ? C5 C6 1.405(3) . ? C5 H5 1.0000 . ? C6 C16 1.484(3) . ? C6 C7 1.530(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.391(3) . ? C10 C15 1.400(3) . ? C11 C12 1.388(3) . ? C11 H11 0.9500 . ? C12 C13 1.378(4) . ? C12 H12 0.9500 . ? C13 C14 1.387(4) . ? C13 H13 0.9500 . ? C14 C15 1.383(4) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.388(4) . ? C16 C21 1.391(4) . ? C17 C18 1.398(4) . ? C17 H17 0.9500 . ? C18 C19 1.372(5) . ? C18 H18 0.9500 . ? C19 C20 1.385(5) . ? C19 H19 0.9500 . ? C20 C21 1.388(4) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.414(3) . ? C22 C31 1.467(3) . ? C23 C24 1.521(3) . ? C23 H23 1.0000 . ? C24 C29 1.509(4) . ? C24 C28 1.538(3) . ? C24 C25 1.547(4) . ? C25 C26 1.518(3) . ? C25 H25 1.0000 . ? C26 C27 1.416(3) . ? C26 H26 1.0000 . ? C27 C37 1.479(3) . ? C27 C28 1.515(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.397(4) . ? C31 C36 1.399(3) . ? C32 C33 1.384(4) . ? C32 H32 0.9500 . ? C33 C34 1.389(4) . ? C33 H33 0.9500 . ? C34 C35 1.389(4) . ? C34 H34 0.9500 . ? C35 C36 1.383(4) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C38 1.394(3) . ? C37 C42 1.397(4) . ? C38 C39 1.393(4) . ? C38 H38 0.9500 . ? C39 C40 1.381(5) . ? C39 H39 0.9500 . ? C40 C41 1.380(4) . ? C40 H40 0.9500 . ? C41 C42 1.383(4) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C44 1.533(6) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 C46 1.426(7) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Rh1 C5 82.91(9) . . ? C2 Rh1 C6 82.43(9) . . ? C5 Rh1 C6 38.29(8) . . ? C2 Rh1 C1 38.48(8) . . ? C5 Rh1 C1 80.34(8) . . ? C6 Rh1 C1 102.93(9) . . ? C2 Rh1 Cl1 95.53(6) . . ? C5 Rh1 Cl1 169.79(6) . . ? C6 Rh1 Cl1 151.66(6) . . ? C1 Rh1 Cl1 92.13(6) . . ? C2 Rh1 Cl2 174.07(6) . . ? C5 Rh1 Cl2 99.18(6) . . ? C6 Rh1 Cl2 95.74(6) . . ? C1 Rh1 Cl2 147.24(6) . . ? Cl1 Rh1 Cl2 83.39(2) . . ? C23 Rh2 C26 82.74(9) . . ? C23 Rh2 C27 83.26(9) . . ? C26 Rh2 C27 38.93(9) . . ? C23 Rh2 C22 38.44(9) . . ? C26 Rh2 C22 79.07(9) . . ? C27 Rh2 C22 102.95(9) . . ? C23 Rh2 Cl1 95.23(6) . . ? C26 Rh2 Cl1 177.34(7) . . ? C27 Rh2 Cl1 142.68(6) . . ? C22 Rh2 Cl1 98.27(6) . . ? C23 Rh2 Cl2 176.16(7) . . ? C26 Rh2 Cl2 99.22(7) . . ? C27 Rh2 Cl2 96.16(7) . . ? C22 Rh2 Cl2 145.09(7) . . ? Cl1 Rh2 Cl2 82.91(2) . . ? Rh2 Cl1 Rh1 84.614(18) . . ? Rh1 Cl2 Rh2 83.485(18) . . ? C1 O1 C4 103.06(16) . . ? C8 O3 C9 116.4(2) . . ? C22 O4 C25 102.97(18) . . ? C29 O6 C30 117.4(3) . . ? C43 O7 C45 113.8(4) . . ? O1 C1 C2 112.38(19) . . ? O1 C1 C10 113.65(19) . . ? C2 C1 C10 130.4(2) . . ? O1 C1 Rh1 107.05(14) . . ? C2 C1 Rh1 67.12(12) . . ? C10 C1 Rh1 114.28(15) . . ? C1 C2 C3 106.74(19) . . ? C1 C2 Rh1 74.39(13) . . ? C3 C2 Rh1 104.32(14) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? Rh1 C2 H2 120.6 . . ? C8 C3 C2 112.00(19) . . ? C8 C3 C7 116.62(19) . . ? C2 C3 C7 108.10(19) . . ? C8 C3 C4 115.70(19) . . ? C2 C3 C4 98.22(18) . . ? C7 C3 C4 104.36(18) . . ? O1 C4 C5 108.76(18) . . ? O1 C4 C3 104.74(17) . . ? C5 C4 C3 101.47(18) . . ? O1 C4 H4 113.6 . . ? C5 C4 H4 113.6 . . ? C3 C4 H4 113.6 . . ? C6 C5 C4 109.89(19) . . ? C6 C5 Rh1 73.18(13) . . ? C4 C5 Rh1 101.58(14) . . ? C6 C5 H5 120.6 . . ? C4 C5 H5 120.6 . . ? Rh1 C5 H5 120.6 . . ? C5 C6 C16 125.6(2) . . ? C5 C6 C7 109.80(19) . . ? C16 C6 C7 120.2(2) . . ? C5 C6 Rh1 68.53(13) . . ? C16 C6 Rh1 112.50(16) . . ? C7 C6 Rh1 106.83(15) . . ? C6 C7 C3 100.46(18) . . ? C6 C7 H7A 111.7 . . ? C3 C7 H7A 111.7 . . ? C6 C7 H7B 111.7 . . ? C3 C7 H7B 111.7 . . ? H7A C7 H7B 109.4 . . ? O2 C8 O3 123.8(2) . . ? O2 C8 C3 123.9(2) . . ? O3 C8 C3 112.4(2) . . ? O3 C9 H9A 109.5 . . ? O3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 119.3(2) . . ? C11 C10 C1 119.6(2) . . ? C15 C10 C1 121.2(2) . . ? C12 C11 C10 120.1(2) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 120.3(2) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 120.2(2) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C15 C14 C13 120.0(2) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C10 120.2(2) . . ? C14 C15 H15 119.9 . . ? C10 C15 H15 119.9 . . ? C17 C16 C21 118.7(2) . . ? C17 C16 C6 120.3(2) . . ? C21 C16 C6 121.0(2) . . ? C16 C17 C18 120.2(3) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 120.6(3) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C18 C19 C20 119.5(3) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C19 C20 C21 120.2(3) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C20 C21 C16 120.7(3) . . ? C20 C21 H21 119.7 . . ? C16 C21 H21 119.7 . . ? O4 C22 C23 111.8(2) . . ? O4 C22 C31 113.6(2) . . ? C23 C22 C31 131.1(2) . . ? O4 C22 Rh2 108.37(15) . . ? C23 C22 Rh2 66.25(13) . . ? C31 C22 Rh2 113.89(15) . . ? C22 C23 C24 107.1(2) . . ? C22 C23 Rh2 75.31(14) . . ? C24 C23 Rh2 103.99(15) . . ? C22 C23 H23 120.4 . . ? C24 C23 H23 120.4 . . ? Rh2 C23 H23 120.4 . . ? C29 C24 C23 114.2(2) . . ? C29 C24 C28 114.8(2) . . ? C23 C24 C28 108.53(19) . . ? C29 C24 C25 115.4(2) . . ? C23 C24 C25 97.74(19) . . ? C28 C24 C25 104.4(2) . . ? O4 C25 C26 108.1(2) . . ? O4 C25 C24 105.59(19) . . ? C26 C25 C24 101.47(19) . . ? O4 C25 H25 113.6 . . ? C26 C25 H25 113.6 . . ? C24 C25 H25 113.6 . . ? C27 C26 C25 109.3(2) . . ? C27 C26 Rh2 71.58(13) . . ? C25 C26 Rh2 102.06(15) . . ? C27 C26 H26 120.9 . . ? C25 C26 H26 120.9 . . ? Rh2 C26 H26 120.9 . . ? C26 C27 C37 126.1(2) . . ? C26 C27 C28 109.9(2) . . ? C37 C27 C28 120.0(2) . . ? C26 C27 Rh2 69.49(13) . . ? C37 C27 Rh2 110.85(15) . . ? C28 C27 Rh2 107.04(15) . . ? C27 C28 C24 100.50(19) . . ? C27 C28 H28A 111.7 . . ? C24 C28 H28A 111.7 . . ? C27 C28 H28B 111.7 . . ? C24 C28 H28B 111.7 . . ? H28A C28 H28B 109.4 . . ? O5 C29 O6 122.4(3) . . ? O5 C29 C24 125.5(3) . . ? O6 C29 C24 112.0(2) . . ? O6 C30 H30A 109.5 . . ? O6 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O6 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C36 118.9(2) . . ? C32 C31 C22 120.0(2) . . ? C36 C31 C22 121.0(2) . . ? C33 C32 C31 120.6(3) . . ? C33 C32 H32 119.7 . . ? C31 C32 H32 119.7 . . ? C32 C33 C34 119.9(3) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 C35 119.9(3) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C36 C35 C34 120.3(3) . . ? C36 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? C35 C36 C31 120.2(3) . . ? C35 C36 H36 119.9 . . ? C31 C36 H36 119.9 . . ? C38 C37 C42 118.6(2) . . ? C38 C37 C27 120.2(2) . . ? C42 C37 C27 121.2(2) . . ? C39 C38 C37 120.1(3) . . ? C39 C38 H38 119.9 . . ? C37 C38 H38 119.9 . . ? C40 C39 C38 120.3(3) . . ? C40 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? C41 C40 C39 120.1(3) . . ? C41 C40 H40 120.0 . . ? C39 C40 H40 120.0 . . ? C40 C41 C42 119.9(3) . . ? C40 C41 H41 120.1 . . ? C42 C41 H41 120.1 . . ? C41 C42 C37 120.9(3) . . ? C41 C42 H42 119.5 . . ? C37 C42 H42 119.5 . . ? O7 C43 C44 107.8(3) . . ? O7 C43 H43A 110.1 . . ? C44 C43 H43A 110.1 . . ? O7 C43 H43B 110.1 . . ? C44 C43 H43B 110.1 . . ? H43A C43 H43B 108.5 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? O7 C45 C46 115.4(4) . . ? O7 C45 H45A 108.4 . . ? C46 C45 H45A 108.4 . . ? O7 C45 H45B 108.4 . . ? C46 C45 H45B 108.4 . . ? H45A C45 H45B 107.5 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C23 Rh2 Cl1 Rh1 -146.47(7) . . . . ? C26 Rh2 Cl1 Rh1 -106.4(15) . . . . ? C27 Rh2 Cl1 Rh1 127.79(11) . . . . ? C22 Rh2 Cl1 Rh1 -107.87(7) . . . . ? Cl2 Rh2 Cl1 Rh1 36.911(18) . . . . ? C2 Rh1 Cl1 Rh2 136.81(6) . . . . ? C5 Rh1 Cl1 Rh2 -142.5(4) . . . . ? C6 Rh1 Cl1 Rh2 52.50(13) . . . . ? C1 Rh1 Cl1 Rh2 175.23(6) . . . . ? Cl2 Rh1 Cl1 Rh2 -37.327(19) . . . . ? C2 Rh1 Cl2 Rh2 -43.1(6) . . . . ? C5 Rh1 Cl2 Rh2 -153.29(6) . . . . ? C6 Rh1 Cl2 Rh2 -114.82(6) . . . . ? C1 Rh1 Cl2 Rh2 120.31(11) . . . . ? Cl1 Rh1 Cl2 Rh2 36.686(18) . . . . ? C23 Rh2 Cl2 Rh1 -98.0(10) . . . . ? C26 Rh2 Cl2 Rh1 141.60(7) . . . . ? C27 Rh2 Cl2 Rh1 -179.22(6) . . . . ? C22 Rh2 Cl2 Rh1 57.52(11) . . . . ? Cl1 Rh2 Cl2 Rh1 -36.788(18) . . . . ? C4 O1 C1 C2 -23.2(2) . . . . ? C4 O1 C1 C10 175.73(18) . . . . ? C4 O1 C1 Rh1 48.58(17) . . . . ? C2 Rh1 C1 O1 -107.6(2) . . . . ? C5 Rh1 C1 O1 -16.90(14) . . . . ? C6 Rh1 C1 O1 -48.03(16) . . . . ? Cl1 Rh1 C1 O1 156.16(14) . . . . ? Cl2 Rh1 C1 O1 75.09(19) . . . . ? C5 Rh1 C1 C2 90.73(14) . . . . ? C6 Rh1 C1 C2 59.60(14) . . . . ? Cl1 Rh1 C1 C2 -96.21(12) . . . . ? Cl2 Rh1 C1 C2 -177.28(10) . . . . ? C2 Rh1 C1 C10 125.6(2) . . . . ? C5 Rh1 C1 C10 -143.68(17) . . . . ? C6 Rh1 C1 C10 -174.81(16) . . . . ? Cl1 Rh1 C1 C10 29.38(16) . . . . ? Cl2 Rh1 C1 C10 -51.7(2) . . . . ? O1 C1 C2 C3 -0.8(2) . . . . ? C10 C1 C2 C3 156.3(2) . . . . ? Rh1 C1 C2 C3 -100.61(16) . . . . ? O1 C1 C2 Rh1 99.81(16) . . . . ? C10 C1 C2 Rh1 -103.1(2) . . . . ? C5 Rh1 C2 C1 -83.39(14) . . . . ? C6 Rh1 C2 C1 -122.00(14) . . . . ? Cl1 Rh1 C2 C1 86.46(12) . . . . ? Cl2 Rh1 C2 C1 165.6(5) . . . . ? C5 Rh1 C2 C3 20.34(14) . . . . ? C6 Rh1 C2 C3 -18.27(14) . . . . ? C1 Rh1 C2 C3 103.73(19) . . . . ? Cl1 Rh1 C2 C3 -169.81(13) . . . . ? Cl2 Rh1 C2 C3 -90.6(6) . . . . ? C1 C2 C3 C8 -99.7(2) . . . . ? Rh1 C2 C3 C8 -177.37(15) . . . . ? C1 C2 C3 C7 130.50(19) . . . . ? Rh1 C2 C3 C7 52.81(19) . . . . ? C1 C2 C3 C4 22.4(2) . . . . ? Rh1 C2 C3 C4 -55.30(17) . . . . ? C1 O1 C4 C5 -70.7(2) . . . . ? C1 O1 C4 C3 37.2(2) . . . . ? C8 C3 C4 O1 83.0(2) . . . . ? C2 C3 C4 O1 -36.3(2) . . . . ? C7 C3 C4 O1 -147.43(18) . . . . ? C8 C3 C4 C5 -163.84(19) . . . . ? C2 C3 C4 C5 76.85(19) . . . . ? C7 C3 C4 C5 -34.3(2) . . . . ? O1 C4 C5 C6 128.69(19) . . . . ? C3 C4 C5 C6 18.6(2) . . . . ? O1 C4 C5 Rh1 52.58(18) . . . . ? C3 C4 C5 Rh1 -57.49(17) . . . . ? C2 Rh1 C5 C6 -86.76(14) . . . . ? C1 Rh1 C5 C6 -125.59(14) . . . . ? Cl1 Rh1 C5 C6 -168.5(3) . . . . ? Cl2 Rh1 C5 C6 87.63(12) . . . . ? C2 Rh1 C5 C4 20.75(14) . . . . ? C6 Rh1 C5 C4 107.51(19) . . . . ? C1 Rh1 C5 C4 -18.08(14) . . . . ? Cl1 Rh1 C5 C4 -61.0(4) . . . . ? Cl2 Rh1 C5 C4 -164.86(13) . . . . ? C4 C5 C6 C16 160.5(2) . . . . ? Rh1 C5 C6 C16 -103.0(2) . . . . ? C4 C5 C6 C7 4.4(3) . . . . ? Rh1 C5 C6 C7 100.90(17) . . . . ? C4 C5 C6 Rh1 -96.52(16) . . . . ? C2 Rh1 C6 C5 88.12(14) . . . . ? C1 Rh1 C6 C5 55.34(14) . . . . ? Cl1 Rh1 C6 C5 175.74(11) . . . . ? Cl2 Rh1 C6 C5 -97.56(12) . . . . ? C2 Rh1 C6 C16 -150.94(18) . . . . ? C5 Rh1 C6 C16 120.9(2) . . . . ? C1 Rh1 C6 C16 176.28(16) . . . . ? Cl1 Rh1 C6 C16 -63.3(2) . . . . ? Cl2 Rh1 C6 C16 23.38(16) . . . . ? C2 Rh1 C6 C7 -17.02(15) . . . . ? C5 Rh1 C6 C7 -105.1(2) . . . . ? C1 Rh1 C6 C7 -49.81(16) . . . . ? Cl1 Rh1 C6 C7 70.6(2) . . . . ? Cl2 Rh1 C6 C7 157.30(14) . . . . ? C5 C6 C7 C3 -25.7(2) . . . . ? C16 C6 C7 C3 176.7(2) . . . . ? Rh1 C6 C7 C3 47.01(19) . . . . ? C8 C3 C7 C6 165.3(2) . . . . ? C2 C3 C7 C6 -67.5(2) . . . . ? C4 C3 C7 C6 36.4(2) . . . . ? C9 O3 C8 O2 4.1(4) . . . . ? C9 O3 C8 C3 -174.7(2) . . . . ? C2 C3 C8 O2 -24.0(3) . . . . ? C7 C3 C8 O2 101.2(3) . . . . ? C4 C3 C8 O2 -135.5(3) . . . . ? C2 C3 C8 O3 154.8(2) . . . . ? C7 C3 C8 O3 -80.0(3) . . . . ? C4 C3 C8 O3 43.3(3) . . . . ? O1 C1 C10 C11 -36.8(3) . . . . ? C2 C1 C10 C11 166.3(2) . . . . ? Rh1 C1 C10 C11 86.4(2) . . . . ? O1 C1 C10 C15 142.1(2) . . . . ? C2 C1 C10 C15 -14.7(4) . . . . ? Rh1 C1 C10 C15 -94.6(2) . . . . ? C15 C10 C11 C12 0.4(4) . . . . ? C1 C10 C11 C12 179.4(2) . . . . ? C10 C11 C12 C13 -0.1(4) . . . . ? C11 C12 C13 C14 -0.4(4) . . . . ? C12 C13 C14 C15 0.5(4) . . . . ? C13 C14 C15 C10 -0.2(4) . . . . ? C11 C10 C15 C14 -0.3(4) . . . . ? C1 C10 C15 C14 -179.2(2) . . . . ? C5 C6 C16 C17 162.7(2) . . . . ? C7 C6 C16 C17 -43.4(3) . . . . ? Rh1 C6 C16 C17 83.7(3) . . . . ? C5 C6 C16 C21 -17.5(4) . . . . ? C7 C6 C16 C21 136.4(2) . . . . ? Rh1 C6 C16 C21 -96.5(2) . . . . ? C21 C16 C17 C18 1.5(4) . . . . ? C6 C16 C17 C18 -178.7(3) . . . . ? C16 C17 C18 C19 -0.5(5) . . . . ? C17 C18 C19 C20 -1.1(5) . . . . ? C18 C19 C20 C21 1.7(5) . . . . ? C19 C20 C21 C16 -0.6(5) . . . . ? C17 C16 C21 C20 -0.9(4) . . . . ? C6 C16 C21 C20 179.3(3) . . . . ? C25 O4 C22 C23 -24.3(3) . . . . ? C25 O4 C22 C31 174.4(2) . . . . ? C25 O4 C22 Rh2 46.8(2) . . . . ? C23 Rh2 C22 O4 -106.4(2) . . . . ? C26 Rh2 C22 O4 -14.29(16) . . . . ? C27 Rh2 C22 O4 -45.26(18) . . . . ? Cl1 Rh2 C22 O4 165.64(15) . . . . ? Cl2 Rh2 C22 O4 76.19(19) . . . . ? C26 Rh2 C22 C23 92.08(15) . . . . ? C27 Rh2 C22 C23 61.10(15) . . . . ? Cl1 Rh2 C22 C23 -87.99(13) . . . . ? Cl2 Rh2 C22 C23 -177.44(10) . . . . ? C23 Rh2 C22 C31 126.2(2) . . . . ? C26 Rh2 C22 C31 -141.72(19) . . . . ? C27 Rh2 C22 C31 -172.70(17) . . . . ? Cl1 Rh2 C22 C31 38.21(18) . . . . ? Cl2 Rh2 C22 C31 -51.2(2) . . . . ? O4 C22 C23 C24 0.8(3) . . . . ? C31 C22 C23 C24 157.8(2) . . . . ? Rh2 C22 C23 C24 -100.42(17) . . . . ? O4 C22 C23 Rh2 101.23(18) . . . . ? C31 C22 C23 Rh2 -101.7(3) . . . . ? C26 Rh2 C23 C22 -81.55(14) . . . . ? C27 Rh2 C23 C22 -120.78(14) . . . . ? Cl1 Rh2 C23 C22 96.73(13) . . . . ? Cl2 Rh2 C23 C22 157.6(9) . . . . ? C26 Rh2 C23 C24 22.80(16) . . . . ? C27 Rh2 C23 C24 -16.43(16) . . . . ? C22 Rh2 C23 C24 104.3(2) . . . . ? Cl1 Rh2 C23 C24 -158.93(14) . . . . ? Cl2 Rh2 C23 C24 -98.1(10) . . . . ? C22 C23 C24 C29 -101.4(3) . . . . ? Rh2 C23 C24 C29 179.92(19) . . . . ? C22 C23 C24 C28 129.1(2) . . . . ? Rh2 C23 C24 C28 50.4(2) . . . . ? C22 C23 C24 C25 21.0(2) . . . . ? Rh2 C23 C24 C25 -57.67(18) . . . . ? C22 O4 C25 C26 -70.1(2) . . . . ? C22 O4 C25 C24 37.8(2) . . . . ? C29 C24 C25 O4 85.7(2) . . . . ? C23 C24 C25 O4 -35.8(2) . . . . ? C28 C24 C25 O4 -147.26(19) . . . . ? C29 C24 C25 C26 -161.6(2) . . . . ? C23 C24 C25 C26 76.9(2) . . . . ? C28 C24 C25 C26 -34.6(2) . . . . ? O4 C25 C26 C27 129.5(2) . . . . ? C24 C25 C26 C27 18.7(2) . . . . ? O4 C25 C26 Rh2 55.0(2) . . . . ? C24 C25 C26 Rh2 -55.77(18) . . . . ? C23 Rh2 C26 C27 -88.26(15) . . . . ? C22 Rh2 C26 C27 -127.03(15) . . . . ? Cl1 Rh2 C26 C27 -128.5(15) . . . . ? Cl2 Rh2 C26 C27 88.40(13) . . . . ? C23 Rh2 C26 C25 18.34(16) . . . . ? C27 Rh2 C26 C25 106.6(2) . . . . ? C22 Rh2 C26 C25 -20.43(16) . . . . ? Cl1 Rh2 C26 C25 -21.9(16) . . . . ? Cl2 Rh2 C26 C25 -165.00(14) . . . . ? C25 C26 C27 C37 161.9(2) . . . . ? Rh2 C26 C27 C37 -101.4(2) . . . . ? C25 C26 C27 C28 4.7(3) . . . . ? Rh2 C26 C27 C28 101.37(17) . . . . ? C25 C26 C27 Rh2 -96.70(17) . . . . ? C23 Rh2 C27 C26 86.77(15) . . . . ? C22 Rh2 C27 C26 53.54(15) . . . . ? Cl1 Rh2 C27 C26 176.57(11) . . . . ? Cl2 Rh2 C27 C26 -97.05(13) . . . . ? C23 Rh2 C27 C37 -151.22(18) . . . . ? C26 Rh2 C27 C37 122.0(2) . . . . ? C22 Rh2 C27 C37 175.55(16) . . . . ? Cl1 Rh2 C27 C37 -61.4(2) . . . . ? Cl2 Rh2 C27 C37 24.96(16) . . . . ? C23 Rh2 C27 C28 -18.65(16) . . . . ? C26 Rh2 C27 C28 -105.4(2) . . . . ? C22 Rh2 C27 C28 -51.88(17) . . . . ? Cl1 Rh2 C27 C28 71.15(19) . . . . ? Cl2 Rh2 C27 C28 157.53(14) . . . . ? C26 C27 C28 C24 -26.0(2) . . . . ? C37 C27 C28 C24 175.15(19) . . . . ? Rh2 C27 C28 C24 47.78(19) . . . . ? C29 C24 C28 C27 164.3(2) . . . . ? C23 C24 C28 C27 -66.5(2) . . . . ? C25 C24 C28 C27 37.0(2) . . . . ? C30 O6 C29 O5 -0.7(5) . . . . ? C30 O6 C29 C24 178.5(3) . . . . ? C23 C24 C29 O5 131.6(4) . . . . ? C28 C24 C29 O5 -102.1(4) . . . . ? C25 C24 C29 O5 19.4(4) . . . . ? C23 C24 C29 O6 -47.6(3) . . . . ? C28 C24 C29 O6 78.7(3) . . . . ? C25 C24 C29 O6 -159.7(2) . . . . ? O4 C22 C31 C32 -22.6(3) . . . . ? C23 C22 C31 C32 -179.4(2) . . . . ? Rh2 C22 C31 C32 102.1(2) . . . . ? O4 C22 C31 C36 155.4(2) . . . . ? C23 C22 C31 C36 -1.3(4) . . . . ? Rh2 C22 C31 C36 -79.9(3) . . . . ? C36 C31 C32 C33 1.7(4) . . . . ? C22 C31 C32 C33 179.8(2) . . . . ? C31 C32 C33 C34 0.5(4) . . . . ? C32 C33 C34 C35 -2.5(5) . . . . ? C33 C34 C35 C36 2.2(5) . . . . ? C34 C35 C36 C31 0.1(4) . . . . ? C32 C31 C36 C35 -2.0(4) . . . . ? C22 C31 C36 C35 179.9(2) . . . . ? C26 C27 C37 C38 163.5(2) . . . . ? C28 C27 C37 C38 -41.3(3) . . . . ? Rh2 C27 C37 C38 84.3(2) . . . . ? C26 C27 C37 C42 -15.4(4) . . . . ? C28 C27 C37 C42 139.8(2) . . . . ? Rh2 C27 C37 C42 -94.6(2) . . . . ? C42 C37 C38 C39 -0.4(4) . . . . ? C27 C37 C38 C39 -179.3(2) . . . . ? C37 C38 C39 C40 0.4(4) . . . . ? C38 C39 C40 C41 0.0(5) . . . . ? C39 C40 C41 C42 -0.4(4) . . . . ? C40 C41 C42 C37 0.4(4) . . . . ? C38 C37 C42 C41 0.0(4) . . . . ? C27 C37 C42 C41 178.9(2) . . . . ? C45 O7 C43 C44 -174.5(4) . . . . ? C43 O7 C45 C46 -69.5(6) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.356 _refine_diff_density_min -0.992 _refine_diff_density_rms 0.096 _database_code_depnum_ccdc_archive 'CCDC 931343'