# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_lme100jr _database_code_depnum_ccdc_archive 'CCDC 888620' #TrackingRef 'web_deposit_cif_file_0_BrendanAbrahams_1340697580.2.16 MnPMePh3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H42 Mn2 O12 P2' _chemical_formula_weight 1078.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn -0.5299 2.8052 '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 9.3251(2) _cell_length_b 25.2593(5) _cell_length_c 9.9285(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.103(3) _cell_angle_gamma 90.00 _cell_volume 2338.18(10) _cell_formula_units_Z 2 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 1972 _cell_measurement_theta_min 4.4533 _cell_measurement_theta_max 73.2068 _exptl_crystal_description 'irregular block' _exptl_crystal_colour red _exptl_crystal_size_max 0.1939 _exptl_crystal_size_mid 0.1325 _exptl_crystal_size_min 0.1129 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 5.617 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.139 _exptl_absorpt_correction_T_max 0.603 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET) (compiled Jan 8 2009,16:24:04) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 16.0711 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8287 _diffrn_reflns_av_R_equivalents 0.0558 _diffrn_reflns_av_sigmaI/netI 0.1042 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.79 _diffrn_reflns_theta_max 67.49 _reflns_number_total 4143 _reflns_number_gt 2529 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET) (compiled Jan 8 2009,16:24:04) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET) (compiled Jan 8 2009,16:24:04) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET) (compiled Jan 8 2009,16:24:04) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0691P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4143 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1050 _refine_ls_R_factor_gt 0.0591 _refine_ls_wR_factor_ref 0.1394 _refine_ls_wR_factor_gt 0.1259 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.937 _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 Mn1 Mn 0.06163(9) 0.15984(3) 0.02346(8) 0.0294(2) Uani 1 1 d . . . P1 P 0.75295(14) 0.12793(5) 0.42983(14) 0.0301(3) Uani 1 1 d . . . O4 O -0.1224(4) 0.21420(12) 0.0231(3) 0.0347(8) Uani 1 1 d . . . O5 O -0.0972(4) 0.09795(12) 0.0536(4) 0.0341(9) Uani 1 1 d . . . O2 O 0.0954(4) 0.17864(12) 0.2352(3) 0.0355(9) Uani 1 1 d . . . O6 O 0.1656(3) 0.08599(12) -0.0340(4) 0.0344(9) Uani 1 1 d . . . O1 O 0.2726(4) 0.19754(13) 0.0385(3) 0.0350(9) Uani 1 1 d . . . O3 O 0.0472(4) 0.19267(12) -0.1783(3) 0.0344(9) Uani 1 1 d . . . C2 C 0.2008(5) 0.20742(16) 0.2650(5) 0.0268(11) Uani 1 1 d . . . C6 C -0.0738(5) 0.25063(18) -0.3269(5) 0.0324(12) Uani 1 1 d . . . H6 H -0.0052 0.2467 -0.3957 0.039 Uiso 1 1 calc R . . C24 C 0.7183(6) 0.11478(18) 0.7088(5) 0.0352(13) Uani 1 1 d . . . H24 H 0.8019 0.0933 0.7090 0.042 Uiso 1 1 calc R . . C23 C 0.6681(5) 0.13764(17) 0.5886(5) 0.0292(11) Uani 1 1 d . . . C8 C -0.0584(5) 0.05116(17) 0.0289(5) 0.0286(12) Uani 1 1 d . . . C4 C -0.1545(6) 0.23647(17) -0.0871(5) 0.0314(12) Uani 1 1 d . . . C5 C -0.0527(5) 0.22508(17) -0.2037(5) 0.0299(12) Uani 1 1 d . . . C25 C 0.6463(6) 0.12334(19) 0.8276(6) 0.0382(13) Uani 1 1 d . . . H25 H 0.6804 0.1077 0.9091 0.046 Uiso 1 1 calc R . . C17 C 0.9262(5) 0.09906(17) 0.4522(5) 0.0302(12) Uani 1 1 d . . . C7 C 0.0939(5) 0.04428(16) -0.0203(5) 0.0283(12) Uani 1 1 d . . . C1 C 0.3045(5) 0.21802(17) 0.1501(5) 0.0287(11) Uani 1 1 d . . . C11 C 0.6409(5) 0.08598(18) 0.3283(5) 0.0304(12) Uani 1 1 d . . . C18 C 0.9753(6) 0.06184(19) 0.3591(6) 0.0373(13) Uani 1 1 d . . . H18 H 0.9104 0.0461 0.2960 0.045 Uiso 1 1 calc R . . C15 C 0.5374(6) -0.0012(2) 0.2954(6) 0.0418(14) Uani 1 1 d . . . H15 H 0.5304 -0.0374 0.3202 0.050 Uiso 1 1 calc R . . C3 C 0.2305(5) 0.22909(17) 0.3908(5) 0.0312(12) Uani 1 1 d . . . H3 H 0.1709 0.2202 0.4640 0.037 Uiso 1 1 calc R . . C9 C -0.1464(5) 0.00673(18) 0.0461(5) 0.0306(12) Uani 1 1 d . . . H9 H -0.2420 0.0112 0.0754 0.037 Uiso 1 1 calc R . . C26 C 0.5237(6) 0.1550(2) 0.8271(5) 0.0391(13) Uani 1 1 d . . . H26 H 0.4743 0.1610 0.9086 0.047 Uiso 1 1 calc R . . C28 C 0.5459(5) 0.16916(19) 0.5907(6) 0.0360(13) Uani 1 1 d . . . H28 H 0.5113 0.1850 0.5097 0.043 Uiso 1 1 calc R . . C22 C 1.0226(5) 0.11950(18) 0.5484(5) 0.0352(13) Uani 1 1 d . . . H22 H 0.9897 0.1440 0.6134 0.042 Uiso 1 1 calc R . . C19 C 1.1181(6) 0.0483(2) 0.3597(6) 0.0425(14) Uani 1 1 d . . . H19 H 1.1516 0.0233 0.2960 0.051 Uiso 1 1 calc R . . C16 C 0.6253(6) 0.03264(19) 0.3687(5) 0.0364(13) Uani 1 1 d . . . H16 H 0.6755 0.0200 0.4465 0.044 Uiso 1 1 calc R . . C27 C 0.4741(6) 0.1777(2) 0.7088(6) 0.0435(14) Uani 1 1 d . . . H27 H 0.3904 0.1991 0.7087 0.052 Uiso 1 1 calc R . . C10 C 0.7727(6) 0.19053(18) 0.3456(5) 0.0370(13) Uani 1 1 d . . . H10A H 0.8345 0.2138 0.4003 0.056 Uiso 1 1 calc R . . H10B H 0.6783 0.2070 0.3330 0.056 Uiso 1 1 calc R . . H10C H 0.8161 0.1849 0.2576 0.056 Uiso 1 1 calc R . . C13 C 0.4694(6) 0.0706(2) 0.1479(6) 0.0427(14) Uani 1 1 d . . . H13 H 0.4130 0.0835 0.0743 0.051 Uiso 1 1 calc R . . C21 C 1.1638(6) 0.1046(2) 0.5503(6) 0.0415(14) Uani 1 1 d . . . H21 H 1.2276 0.1176 0.6184 0.050 Uiso 1 1 calc R . . C14 C 0.4601(6) 0.0178(2) 0.1865(6) 0.0431(14) Uani 1 1 d . . . H14 H 0.3993 -0.0056 0.1367 0.052 Uiso 1 1 calc R . . C12 C 0.5619(5) 0.1041(2) 0.2178(5) 0.0365(13) Uani 1 1 d . . . H12 H 0.5713 0.1399 0.1897 0.044 Uiso 1 1 calc R . . C20 C 1.2132(6) 0.0704(2) 0.4515(6) 0.0449(15) Uani 1 1 d . . . H20 H 1.3125 0.0623 0.4473 0.054 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 Mn1 0.0312(4) 0.0190(3) 0.0377(5) -0.0002(4) -0.0083(4) -0.0004(3) P1 0.0287(7) 0.0242(6) 0.0371(8) 0.0018(6) -0.0054(6) 0.0017(5) O4 0.040(2) 0.0291(17) 0.035(2) 0.0022(16) -0.0048(17) 0.0066(16) O5 0.0320(19) 0.0218(16) 0.048(2) -0.0016(15) -0.0034(17) -0.0006(14) O2 0.037(2) 0.0310(17) 0.038(2) 0.0004(16) -0.0099(17) -0.0088(16) O6 0.0296(19) 0.0213(15) 0.052(2) -0.0044(15) -0.0030(17) 0.0003(14) O1 0.032(2) 0.0347(18) 0.038(2) -0.0062(16) -0.0021(17) -0.0073(15) O3 0.034(2) 0.0332(18) 0.036(2) 0.0025(16) -0.0050(17) 0.0058(16) C2 0.026(3) 0.017(2) 0.037(3) 0.003(2) -0.004(2) 0.0023(19) C6 0.030(3) 0.031(2) 0.036(3) -0.001(2) 0.000(2) 0.000(2) C24 0.035(3) 0.027(2) 0.044(4) 0.000(2) -0.008(3) 0.000(2) C23 0.028(3) 0.024(2) 0.035(3) 0.002(2) -0.009(2) -0.004(2) C8 0.029(3) 0.023(2) 0.033(3) -0.002(2) -0.011(2) 0.003(2) C4 0.039(3) 0.022(2) 0.034(3) -0.006(2) -0.005(2) -0.006(2) C5 0.027(3) 0.022(2) 0.040(3) -0.002(2) -0.012(2) -0.001(2) C25 0.043(3) 0.034(3) 0.037(3) 0.002(2) -0.004(3) -0.007(2) C17 0.030(3) 0.024(2) 0.037(3) 0.004(2) -0.005(2) -0.002(2) C7 0.032(3) 0.021(2) 0.031(3) -0.005(2) -0.012(2) -0.002(2) C1 0.032(3) 0.020(2) 0.034(3) -0.001(2) -0.007(2) 0.008(2) C11 0.026(3) 0.030(2) 0.035(3) -0.003(2) 0.001(2) -0.002(2) C18 0.038(3) 0.030(2) 0.044(4) 0.000(2) -0.007(3) 0.004(2) C15 0.039(3) 0.039(3) 0.047(4) 0.003(3) -0.001(3) -0.005(3) C3 0.038(3) 0.025(2) 0.031(3) 0.004(2) 0.001(2) -0.003(2) C9 0.023(2) 0.030(2) 0.039(3) -0.002(2) -0.004(2) 0.000(2) C26 0.039(3) 0.041(3) 0.038(3) -0.008(3) 0.003(3) -0.004(3) C28 0.036(3) 0.038(3) 0.034(3) 0.004(2) -0.007(2) 0.004(2) C22 0.034(3) 0.026(2) 0.045(4) -0.002(2) -0.007(3) -0.003(2) C19 0.040(3) 0.038(3) 0.050(4) -0.004(3) 0.001(3) 0.008(3) C16 0.041(3) 0.034(3) 0.033(3) 0.003(2) -0.005(3) -0.002(2) C27 0.041(3) 0.035(3) 0.055(4) -0.007(3) -0.003(3) 0.000(2) C10 0.039(3) 0.030(3) 0.042(3) 0.006(2) -0.001(3) 0.006(2) C13 0.038(3) 0.052(3) 0.039(4) 0.006(3) -0.005(3) 0.006(3) C21 0.028(3) 0.037(3) 0.059(4) 0.000(3) -0.013(3) -0.001(2) C14 0.034(3) 0.047(3) 0.048(4) -0.011(3) -0.006(3) -0.006(3) C12 0.036(3) 0.033(3) 0.041(3) -0.001(2) -0.003(3) 0.005(2) C20 0.034(3) 0.034(3) 0.066(4) 0.009(3) -0.004(3) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O3 2.170(3) . ? Mn1 O2 2.172(3) . ? Mn1 O5 2.178(3) . ? Mn1 O6 2.183(3) . ? Mn1 O1 2.189(3) . ? Mn1 O4 2.198(3) . ? P1 C17 1.783(5) . ? P1 C11 1.786(5) . ? P1 C23 1.794(5) . ? P1 C10 1.800(5) . ? O4 C4 1.261(5) . ? O5 C8 1.261(5) . ? O2 C2 1.253(5) . ? O6 C7 1.257(5) . ? O1 C1 1.253(5) . ? O3 C5 1.262(5) . ? C2 C3 1.386(6) . ? C2 C1 1.534(7) . ? C6 C5 1.394(6) . ? C6 C1 1.398(6) 4_565 ? C24 C25 1.385(7) . ? C24 C23 1.398(6) . ? C23 C28 1.391(7) . ? C8 C9 1.403(6) . ? C8 C7 1.520(7) . ? C4 C3 1.395(7) 4_565 ? C4 C5 1.538(7) . ? C25 C26 1.396(7) . ? C17 C22 1.398(6) . ? C17 C18 1.402(7) . ? C7 C9 1.404(6) 3 ? C1 C6 1.398(6) 4_666 ? C11 C12 1.388(6) . ? C11 C16 1.414(6) . ? C18 C19 1.374(7) . ? C15 C14 1.374(7) . ? C15 C16 1.382(7) . ? C3 C4 1.395(7) 4_666 ? C9 C7 1.404(6) 3 ? C26 C27 1.378(7) . ? C28 C27 1.378(8) . ? C22 C21 1.369(7) . ? C19 C20 1.378(7) . ? C13 C12 1.386(7) . ? C13 C14 1.391(7) . ? C21 C20 1.392(8) . ? 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 O3 Mn1 O2 144.60(12) . . ? O3 Mn1 O5 111.76(13) . . ? O2 Mn1 O5 96.34(13) . . ? O3 Mn1 O6 96.05(13) . . ? O2 Mn1 O6 112.51(13) . . ? O5 Mn1 O6 74.27(13) . . ? O3 Mn1 O1 86.35(13) . . ? O2 Mn1 O1 74.08(13) . . ? O5 Mn1 O1 156.32(13) . . ? O6 Mn1 O1 89.23(12) . . ? O3 Mn1 O4 74.03(13) . . ? O2 Mn1 O4 87.92(13) . . ? O5 Mn1 O4 85.16(12) . . ? O6 Mn1 O4 152.12(12) . . ? O1 Mn1 O4 115.43(13) . . ? C17 P1 C11 110.3(2) . . ? C17 P1 C23 111.1(2) . . ? C11 P1 C23 108.3(2) . . ? C17 P1 C10 108.5(2) . . ? C11 P1 C10 108.8(2) . . ? C23 P1 C10 109.8(2) . . ? C4 O4 Mn1 116.9(3) . . ? C8 O5 Mn1 116.6(3) . . ? C2 O2 Mn1 117.0(3) . . ? C7 O6 Mn1 116.6(3) . . ? C1 O1 Mn1 115.9(3) . . ? C5 O3 Mn1 117.7(3) . . ? O2 C2 C3 125.8(5) . . ? O2 C2 C1 115.3(4) . . ? C3 C2 C1 118.9(4) . . ? C5 C6 C1 120.4(5) . 4_565 ? C25 C24 C23 120.2(5) . . ? C28 C23 C24 118.9(5) . . ? C28 C23 P1 117.9(4) . . ? C24 C23 P1 123.2(4) . . ? O5 C8 C9 123.7(5) . . ? O5 C8 C7 116.3(4) . . ? C9 C8 C7 120.0(4) . . ? O4 C4 C3 125.7(5) . 4_565 ? O4 C4 C5 115.4(4) . . ? C3 C4 C5 118.8(5) 4_565 . ? O3 C5 C6 124.6(5) . . ? O3 C5 C4 115.8(4) . . ? C6 C5 C4 119.7(4) . . ? C24 C25 C26 119.8(5) . . ? C22 C17 C18 119.0(5) . . ? C22 C17 P1 120.2(4) . . ? C18 C17 P1 119.9(4) . . ? O6 C7 C9 124.2(5) . 3 ? O6 C7 C8 116.2(4) . . ? C9 C7 C8 119.7(4) 3 . ? O1 C1 C6 123.8(5) . 4_666 ? O1 C1 C2 116.3(4) . . ? C6 C1 C2 119.9(4) 4_666 . ? C12 C11 C16 118.9(5) . . ? C12 C11 P1 123.1(4) . . ? C16 C11 P1 117.8(4) . . ? C19 C18 C17 119.6(5) . . ? C14 C15 C16 119.7(5) . . ? C2 C3 C4 121.9(5) . 4_666 ? C8 C9 C7 120.3(5) . 3 ? C27 C26 C25 120.1(5) . . ? C27 C28 C23 121.0(5) . . ? C21 C22 C17 120.9(5) . . ? C18 C19 C20 120.8(5) . . ? C15 C16 C11 120.2(5) . . ? C28 C27 C26 120.0(5) . . ? C12 C13 C14 119.4(5) . . ? C22 C21 C20 119.5(5) . . ? C15 C14 C13 121.1(5) . . ? C13 C12 C11 120.6(5) . . ? C19 C20 C21 120.0(5) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 67.49 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.706 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.093 data_lme165f _database_code_depnum_ccdc_archive 'CCDC 888621' #TrackingRef 'web_deposit_cif_file_1_BrendanAbrahams_1340697580.2.16 CdPMePh3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H42 Cd2 O12 P2' _chemical_formula_weight 1193.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd 0.1185 4.6533 '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 9.3065(2) _cell_length_b 25.9378(5) _cell_length_c 9.9446(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.278(2) _cell_angle_gamma 90.00 _cell_volume 2400.50(8) _cell_formula_units_Z 2 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 5032 _cell_measurement_theta_min 4.4375 _cell_measurement_theta_max 73.0749 _exptl_crystal_description block _exptl_crystal_colour 'dark pink' _exptl_crystal_size_max 0.2018 _exptl_crystal_size_mid 0.0570 _exptl_crystal_size_min 0.0365 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.651 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 8.287 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.464 _exptl_absorpt_correction_T_max 0.797 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 16.0711 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9042 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0513 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.76 _diffrn_reflns_theta_max 73.66 _reflns_number_total 4698 _reflns_number_gt 3990 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0007P)^2^+43.4740P] 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 4698 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0935 _refine_ls_R_factor_gt 0.0801 _refine_ls_wR_factor_ref 0.1914 _refine_ls_wR_factor_gt 0.1868 _refine_ls_goodness_of_fit_ref 1.253 _refine_ls_restrained_S_all 1.253 _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 Cd1 Cd 0.42957(8) 0.15819(3) 0.02125(7) 0.0292(2) Uani 1 1 d . . . P2 P 0.7437(2) 0.12779(10) -0.5750(3) 0.0259(5) Uani 1 1 d . . . O4 O 0.3955(8) 0.1793(3) 0.2404(7) 0.0370(17) Uani 1 1 d . . . O6 O 0.5967(8) 0.0958(3) 0.0525(7) 0.0361(17) Uani 1 1 d . . . O2 O 0.4430(8) 0.1943(3) -0.1859(7) 0.0351(16) Uani 1 1 d . . . O1 O 0.6200(8) 0.2142(3) 0.0208(7) 0.0395(18) Uani 1 1 d . . . O5 O 0.3291(7) 0.0819(3) -0.0379(7) 0.0354(16) Uani 1 1 d . . . O3 O 0.2106(8) 0.1965(3) 0.0390(7) 0.0382(17) Uani 1 1 d . . . C27 C 0.9594(11) 0.0010(5) -0.7037(11) 0.038(2) Uani 1 1 d . . . H27 H 0.9674 -0.0341 -0.6773 0.045 Uiso 1 1 calc R . . C3 C 0.0646(11) 0.2487(4) 0.1718(11) 0.034(2) Uani 1 1 d . . . H3 H -0.0039 0.2528 0.1015 0.041 Uiso 1 1 calc R . . C12 C 0.5196(11) 0.0630(4) -0.6418(10) 0.030(2) Uani 1 1 d . . . H12 H 0.5831 0.0472 -0.7040 0.036 Uiso 1 1 calc R . . C11 C 0.5712(9) 0.1004(4) -0.5536(8) 0.0215(19) Uani 1 1 d . . . C23 C 0.8576(10) 0.0859(4) -0.6726(10) 0.029(2) Uani 1 1 d . . . C8 C 0.4036(10) 0.0450(4) -0.0286(11) 0.033(2) Uani 1 1 d . . . C7 C 0.3540(11) -0.0072(4) -0.0454(10) 0.031(2) Uani 1 1 d . . . H7 H 0.2560 -0.0126 -0.0685 0.037 Uiso 1 1 calc R . . C22 C 0.7787(11) 0.1134(4) -0.2983(11) 0.034(2) Uani 1 1 d . . . H22 H 0.6972 0.0914 -0.3013 0.041 Uiso 1 1 calc R . . C28 C 0.8698(11) 0.0345(4) -0.6333(10) 0.034(2) Uani 1 1 d . . . H28 H 0.8169 0.0222 -0.5584 0.041 Uiso 1 1 calc R . . C6 C 0.2600(11) 0.2298(4) 0.3915(10) 0.032(2) Uani 1 1 d . . . H6 H 0.3198 0.2211 0.4658 0.039 Uiso 1 1 calc R . . C5 C 0.2881(11) 0.2078(4) 0.2652(10) 0.030(2) Uani 1 1 d . . . C15 C 0.3312(11) 0.1060(4) -0.4570(11) 0.036(2) Uani 1 1 d . . . H15 H 0.2677 0.1197 -0.3915 0.043 Uiso 1 1 calc R . . C19 C 1.0175(12) 0.1773(5) -0.2884(13) 0.045(3) Uani 1 1 d . . . H19 H 1.0997 0.1990 -0.2848 0.054 Uiso 1 1 calc R . . C21 C 0.8511(12) 0.1224(5) -0.1771(11) 0.039(3) Uani 1 1 d . . . H21 H 0.8180 0.1066 -0.0968 0.047 Uiso 1 1 calc R . . C16 C 0.4745(10) 0.1217(4) -0.4603(10) 0.028(2) Uani 1 1 d . . . H16 H 0.5074 0.1471 -0.3987 0.034 Uiso 1 1 calc R . . C25 C 1.0266(11) 0.0705(5) -0.8522(11) 0.041(3) Uani 1 1 d . . . H25 H 1.0816 0.0828 -0.9257 0.049 Uiso 1 1 calc R . . C26 C 1.0363(11) 0.0192(5) -0.8118(11) 0.039(3) Uani 1 1 d . . . H26 H 1.0971 -0.0037 -0.8598 0.046 Uiso 1 1 calc R . . C18 C 0.9479(11) 0.1696(4) -0.4089(11) 0.038(3) Uani 1 1 d . . . H18 H 0.9810 0.1863 -0.4879 0.046 Uiso 1 1 calc R . . C4 C 0.1839(11) 0.2169(4) 0.1496(10) 0.030(2) Uani 1 1 d . . . C20 C 0.9698(12) 0.1539(5) -0.1732(11) 0.042(3) Uani 1 1 d . . . H20 H 1.0189 0.1595 -0.0906 0.050 Uiso 1 1 calc R . . C13 C 0.3762(11) 0.0487(5) -0.6392(12) 0.039(3) Uani 1 1 d . . . H13 H 0.3422 0.0233 -0.7005 0.047 Uiso 1 1 calc R . . C10 C 0.7255(11) 0.1889(4) -0.6570(11) 0.036(2) Uani 1 1 d . . . H10A H 0.8207 0.2043 -0.6688 0.054 Uiso 1 1 calc R . . H10B H 0.6661 0.2117 -0.6019 0.054 Uiso 1 1 calc R . . H10C H 0.6799 0.1840 -0.7451 0.054 Uiso 1 1 calc R . . C9 C 0.5581(11) 0.0500(4) 0.0295(10) 0.031(2) Uani 1 1 d . . . C17 C 0.8282(10) 0.1372(4) -0.4147(10) 0.029(2) Uani 1 1 d . . . C24 C 0.9341(11) 0.1039(4) -0.7823(11) 0.038(2) Uani 1 1 d . . . H24 H 0.9241 0.1387 -0.8104 0.045 Uiso 1 1 calc R . . C1 C 0.6459(11) 0.2359(4) -0.0900(10) 0.031(2) Uani 1 1 d . . . C2 C 0.5424(11) 0.2255(4) -0.2069(10) 0.030(2) Uani 1 1 d . . . C14 C 0.2825(12) 0.0706(4) -0.5494(12) 0.039(3) Uani 1 1 d . . . H14 H 0.1839 0.0612 -0.5512 0.047 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 Cd1 0.0288(4) 0.0287(3) 0.0300(4) 0.0003(3) 0.0031(3) 0.0014(3) P2 0.0189(11) 0.0318(12) 0.0270(13) 0.0025(10) -0.0017(9) -0.0025(10) O4 0.034(4) 0.042(4) 0.035(4) 0.004(3) 0.001(3) 0.013(3) O6 0.034(4) 0.039(4) 0.036(4) 0.001(3) -0.009(3) -0.006(3) O2 0.034(4) 0.039(4) 0.032(4) -0.001(3) 0.002(3) -0.010(3) O1 0.044(4) 0.044(4) 0.030(4) 0.001(3) 0.000(3) -0.002(4) O5 0.023(3) 0.044(4) 0.039(4) 0.002(3) -0.009(3) -0.003(3) O3 0.040(4) 0.045(4) 0.030(4) -0.006(3) -0.005(3) 0.002(3) C27 0.035(6) 0.048(6) 0.030(6) -0.003(5) -0.004(4) 0.008(5) C3 0.033(6) 0.039(6) 0.030(6) -0.001(4) -0.003(4) 0.005(5) C12 0.027(5) 0.039(5) 0.024(5) 0.000(4) -0.004(4) -0.001(4) C11 0.020(4) 0.036(5) 0.008(4) 0.002(3) -0.006(3) -0.001(4) C23 0.017(4) 0.039(5) 0.033(5) 0.002(4) -0.005(4) 0.001(4) C8 0.015(4) 0.047(6) 0.038(6) -0.032(5) 0.000(4) 0.011(4) C7 0.023(5) 0.039(6) 0.030(5) -0.003(4) -0.006(4) -0.002(4) C22 0.023(5) 0.038(6) 0.041(6) 0.000(5) -0.004(4) -0.004(4) C28 0.034(6) 0.048(6) 0.020(5) 0.007(4) 0.001(4) 0.001(5) C6 0.034(5) 0.039(6) 0.023(5) 0.000(4) -0.009(4) 0.007(5) C5 0.034(5) 0.028(5) 0.027(5) 0.007(4) 0.000(4) 0.001(4) C15 0.021(5) 0.050(6) 0.037(6) -0.004(5) 0.006(4) -0.001(5) C19 0.030(6) 0.045(6) 0.060(8) -0.008(6) -0.014(5) -0.005(5) C21 0.042(6) 0.048(6) 0.027(5) -0.003(5) -0.007(5) 0.002(5) C16 0.024(5) 0.033(5) 0.028(5) -0.002(4) 0.000(4) 0.000(4) C25 0.024(5) 0.068(8) 0.031(6) 0.006(5) 0.000(4) -0.009(5) C26 0.022(5) 0.065(8) 0.028(6) -0.011(5) -0.006(4) 0.009(5) C18 0.031(5) 0.045(6) 0.038(6) 0.003(5) -0.001(5) -0.010(5) C4 0.033(5) 0.032(5) 0.025(5) -0.001(4) 0.002(4) -0.010(4) C20 0.037(6) 0.052(7) 0.037(6) -0.015(6) -0.013(5) 0.003(5) C13 0.029(5) 0.048(6) 0.041(6) -0.008(5) -0.010(5) -0.012(5) C10 0.031(5) 0.042(6) 0.036(6) 0.009(5) -0.006(4) -0.001(5) C9 0.032(5) 0.034(5) 0.026(5) -0.001(4) 0.004(4) -0.004(4) C17 0.022(5) 0.030(5) 0.035(6) -0.002(4) 0.001(4) 0.001(4) C24 0.030(6) 0.042(6) 0.042(6) 0.001(5) 0.001(5) -0.007(5) C1 0.031(5) 0.029(5) 0.032(6) -0.006(4) -0.001(4) 0.004(4) C2 0.030(5) 0.023(5) 0.036(6) -0.006(4) 0.005(4) 0.004(4) C14 0.032(6) 0.042(6) 0.043(7) 0.008(5) 0.002(5) -0.001(5) _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 Cd1 O6 2.265(7) . ? Cd1 O5 2.265(7) . ? Cd1 O2 2.267(7) . ? Cd1 O4 2.270(7) . ? Cd1 O3 2.275(7) . ? Cd1 O1 2.291(8) . ? P2 C11 1.770(9) . ? P2 C10 1.789(11) . ? P2 C17 1.791(11) . ? P2 C23 1.804(10) . ? O4 C5 1.269(12) . ? O6 C9 1.263(12) . ? O2 C2 1.247(12) . ? O1 C1 1.262(12) . ? O5 C8 1.185(12) . ? O3 C4 1.246(12) . ? C27 C26 1.378(15) . ? C27 C28 1.394(15) . ? C3 C2 1.396(14) 4_566 ? C3 C4 1.401(14) . ? C12 C13 1.386(14) . ? C12 C11 1.392(13) . ? C11 C16 1.408(13) . ? C23 C24 1.387(14) . ? C23 C28 1.395(14) . ? C8 C7 1.440(14) . ? C8 C9 1.553(13) . ? C7 C9 1.386(14) 3_655 ? C22 C17 1.392(14) . ? C22 C21 1.398(14) . ? C6 C1 1.398(14) 4_566 ? C6 C5 1.405(14) . ? C5 C4 1.518(14) . ? C15 C14 1.375(15) . ? C15 C16 1.395(13) . ? C19 C20 1.372(17) . ? C19 C18 1.374(16) . ? C21 C20 1.375(16) . ? C25 C26 1.392(17) . ? C25 C24 1.406(16) . ? C18 C17 1.397(14) . ? C13 C14 1.374(16) . ? C9 C7 1.386(14) 3_655 ? C1 C6 1.398(14) 4_665 ? C1 C2 1.531(14) . ? C2 C3 1.396(14) 4_665 ? 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 O6 Cd1 O5 72.2(3) . . ? O6 Cd1 O2 112.3(3) . . ? O5 Cd1 O2 98.6(3) . . ? O6 Cd1 O4 98.0(3) . . ? O5 Cd1 O4 113.6(3) . . ? O2 Cd1 O4 141.4(3) . . ? O6 Cd1 O3 156.4(3) . . ? O5 Cd1 O3 91.9(3) . . ? O2 Cd1 O3 86.8(3) . . ? O4 Cd1 O3 72.0(3) . . ? O6 Cd1 O1 85.6(3) . . ? O5 Cd1 O1 150.6(3) . . ? O2 Cd1 O1 72.0(3) . . ? O4 Cd1 O1 87.7(3) . . ? O3 Cd1 O1 114.6(3) . . ? C11 P2 C10 109.0(5) . . ? C11 P2 C17 110.0(4) . . ? C10 P2 C17 108.9(5) . . ? C11 P2 C23 111.0(4) . . ? C10 P2 C23 110.0(5) . . ? C17 P2 C23 107.8(4) . . ? C5 O4 Cd1 116.1(6) . . ? C9 O6 Cd1 117.0(7) . . ? C2 O2 Cd1 117.7(7) . . ? C1 O1 Cd1 115.8(7) . . ? C8 O5 Cd1 116.4(6) . . ? C4 O3 Cd1 115.9(7) . . ? C26 C27 C28 119.5(11) . . ? C2 C3 C4 122.6(10) 4_566 . ? C13 C12 C11 120.3(9) . . ? C12 C11 C16 118.0(9) . . ? C12 C11 P2 120.9(7) . . ? C16 C11 P2 120.3(7) . . ? C24 C23 C28 120.0(10) . . ? C24 C23 P2 121.8(8) . . ? C28 C23 P2 118.2(8) . . ? O5 C8 C7 124.3(9) . . ? O5 C8 C9 120.2(9) . . ? C7 C8 C9 114.6(9) . . ? C9 C7 C8 123.4(9) 3_655 . ? C17 C22 C21 118.9(10) . . ? C27 C28 C23 120.2(10) . . ? C1 C6 C5 121.4(9) 4_566 . ? O4 C5 C6 124.1(9) . . ? O4 C5 C4 116.4(9) . . ? C6 C5 C4 119.5(9) . . ? C14 C15 C16 119.4(10) . . ? C20 C19 C18 120.8(11) . . ? C20 C21 C22 120.5(11) . . ? C15 C16 C11 121.0(9) . . ? C26 C25 C24 119.0(10) . . ? C27 C26 C25 121.3(10) . . ? C19 C18 C17 119.7(11) . . ? O3 C4 C3 123.3(10) . . ? O3 C4 C5 118.2(9) . . ? C3 C4 C5 118.5(9) . . ? C19 C20 C21 120.2(10) . . ? C14 C13 C12 121.0(10) . . ? O6 C9 C7 124.5(10) . 3_655 ? O6 C9 C8 114.0(9) . . ? C7 C9 C8 121.4(9) 3_655 . ? C22 C17 C18 120.0(10) . . ? C22 C17 P2 122.3(8) . . ? C18 C17 P2 117.7(8) . . ? C23 C24 C25 120.0(11) . . ? O1 C1 C6 123.2(10) . 4_665 ? O1 C1 C2 117.5(9) . . ? C6 C1 C2 119.2(9) 4_665 . ? O2 C2 C3 124.7(10) . 4_665 ? O2 C2 C1 116.9(9) . . ? C3 C2 C1 118.4(9) 4_665 . ? C13 C14 C15 120.2(10) . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 73.66 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.974 _refine_diff_density_min -1.013 _refine_diff_density_rms 0.159