# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Kevin Flower' _publ_contact_author_email K.R.FLOWER@MANCHESTER.AC.UK _publ_section_title ; Can the solid state structures of the dihalogen adducts R3EX2 (E = P, As; R = alkyl, aryl; X = Br, I) with the molecular spoke geometry be considered good mimics of the gold(I) systems [(R3E)AuX] (E = As, P; R = alkyl, aryl; X = Cl, Br, I)? ; _publ_requested_category FO loop_ _publ_author_name 'Kevin Flower' 'Nicholas A. Barnes' 'Saad A. Fyyaz' 'Stephen Godfrey' 'Alan T. McGown' 'Philip J. Miles' ; R.Pritchard ; 'John E. Warren' # Attachment 'FlowerCIF1.cif' data_1a _database_code_depnum_ccdc_archive 'CCDC 744683' _audit_creation_date 2009-04-06T14:41:43-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H19 I2 P1' _chemical_formula_sum 'C24 H19 I2 P' _chemical_formula_weight 592.01 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6409(3) _cell_length_b 9.8099(3) _cell_length_c 12.6275(4) _cell_angle_alpha 73.6310(10) _cell_angle_beta 70.3390(10) _cell_angle_gamma 85.599(2) _cell_volume 1078.84(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7785 _cell_measurement_theta_min 2 _cell_measurement_theta_max 26 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.822 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.995 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.6147 _exptl_absorpt_correction_T_max 0.7151 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.232977E-1 _diffrn_orient_matrix_ub_12 -0.688845E-1 _diffrn_orient_matrix_ub_13 0.792812E-1 _diffrn_orient_matrix_ub_21 -0.948526E-1 _diffrn_orient_matrix_ub_22 -0.266081E-1 _diffrn_orient_matrix_ub_23 -0.5606E-2 _diffrn_orient_matrix_ub_31 0.509633E-1 _diffrn_orient_matrix_ub_32 -0.764156E-1 _diffrn_orient_matrix_ub_33 -0.363733E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.075 _diffrn_reflns_av_unetI/netI 0.0659 _diffrn_reflns_number 14258 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _reflns_number_total 3941 _reflns_number_gt 2632 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. Some significant peaks remained in the final difference fourier map of which the one at the following cordinates was the highest (4.2 e A3). It not particularly close to an iodine atom but is 2.1 Angstroms from a phenyl carbon. Adjusting the absorption correction and twin refinement had no effect. Q1 0.4030 0.0689 0.8981 ; _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^)+(0.0196P)^2^+27.2135P] 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_number_reflns 3941 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.111 _refine_ls_R_factor_gt 0.0741 _refine_ls_wR_factor_ref 0.1723 _refine_ls_wR_factor_gt 0.149 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 4.171 _refine_diff_density_min -1.726 _refine_diff_density_rms 0.258 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.474 1.812 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.102 0.094 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2889(12) 0.6655(14) 0.8475(9) 0.036(3) Uani 1 1 d . . . C2 C 0.2508(12) 0.5759(13) 0.9606(10) 0.034(3) Uani 1 1 d . . . C3 C 0.2738(14) 0.4197(13) 0.9891(10) 0.040(3) Uani 1 1 d . . . C4 C 0.4168(12) 0.3660(13) 0.9643(10) 0.036(3) Uani 1 1 d . . . H4 H 0.4999 0.4285 0.9238 0.044 Uiso 1 1 calc R . . C5 C 0.4355(15) 0.2216(14) 0.9993(12) 0.048(3) Uani 1 1 d . . . H5 H 0.5322 0.1848 0.9829 0.057 Uiso 1 1 calc R . . C6 C 0.3160(17) 0.1299(14) 1.0579(13) 0.056(4) Uani 1 1 d . . . H6 H 0.3299 0.0302 1.0803 0.067 Uiso 1 1 calc R . . C7 C 0.1735(15) 0.1850(13) 1.0842(11) 0.045(3) Uani 1 1 d . . . H7 H 0.09 0.123 1.1242 0.054 Uiso 1 1 calc R . . C8 C 0.1558(16) 0.3286(15) 1.0518(10) 0.048(3) Uani 1 1 d . . . H8 H 0.0596 0.3659 1.0733 0.057 Uiso 1 1 calc R . . C9 C 0.1801(13) 0.6382(13) 1.0525(11) 0.041(3) Uani 1 1 d . . . H9 H 0.1471 0.5794 1.1306 0.049 Uiso 1 1 calc R . . C10 C 0.1577(14) 0.7842(15) 1.0312(12) 0.048(3) Uani 1 1 d . . . H10 H 0.1116 0.8241 1.0946 0.057 Uiso 1 1 calc R . . C11 C 0.2022(15) 0.8701(13) 0.9190(10) 0.044(3) Uani 1 1 d . . . H11 H 0.1899 0.9699 0.9048 0.053 Uiso 1 1 calc R . . C12 C 0.2647(12) 0.8118(13) 0.8268(10) 0.035(3) Uani 1 1 d . . . H12 H 0.2916 0.871 0.7489 0.042 Uiso 1 1 calc R . . C13 C 0.3471(12) 0.7350(11) 0.5951(10) 0.032(2) Uani 1 1 d . . . C14 C 0.2006(15) 0.7693(15) 0.5998(11) 0.048(3) Uani 1 1 d . . . H14 H 0.1199 0.733 0.6688 0.057 Uiso 1 1 calc R . . C15 C 0.1787(15) 0.8592(14) 0.4985(11) 0.047(3) Uani 1 1 d . . . H15 H 0.0812 0.8798 0.4974 0.056 Uiso 1 1 calc R . . C16 C 0.2990(16) 0.9189(14) 0.3988(12) 0.049(3) Uani 1 1 d . . . H16 H 0.2818 0.9801 0.3315 0.059 Uiso 1 1 calc R . . C17 C 0.4408(15) 0.8899(13) 0.3977(12) 0.046(3) Uani 1 1 d . . . H17 H 0.5218 0.9324 0.3311 0.056 Uiso 1 1 calc R . . C18 C 0.4641(14) 0.7961(13) 0.4967(10) 0.040(3) Uani 1 1 d . . . H18 H 0.562 0.7742 0.4962 0.048 Uiso 1 1 calc R . . C19 C 0.5646(13) 0.5799(12) 0.6915(10) 0.036(3) Uani 1 1 d . . . C20 C 0.6387(14) 0.4655(13) 0.6478(9) 0.039(3) Uani 1 1 d . . . H20 H 0.5857 0.3969 0.6356 0.047 Uiso 1 1 calc R . . C21 C 0.7890(13) 0.4570(14) 0.6238(10) 0.041(3) Uani 1 1 d . . . H21 H 0.8398 0.3801 0.5966 0.049 Uiso 1 1 calc R . . C22 C 0.8670(14) 0.5587(14) 0.6387(10) 0.041(3) Uani 1 1 d . . . H22 H 0.9708 0.5514 0.6202 0.05 Uiso 1 1 calc R . . C23 C 0.7967(13) 0.6713(14) 0.6801(11) 0.040(3) Uani 1 1 d . . . H23 H 0.8514 0.7404 0.6902 0.048 Uiso 1 1 calc R . . C24 C 0.6466(14) 0.6813(13) 0.7063(10) 0.040(3) Uani 1 1 d . . . H24 H 0.5975 0.7579 0.7349 0.048 Uiso 1 1 calc R . . I1 I 0.09949(9) 0.14829(8) 0.66934(7) 0.0395(3) Uani 1 1 d . . . I2 I 0.24738(8) 0.38975(8) 0.71688(7) 0.0371(2) Uani 1 1 d . . . P1 P 0.3707(3) 0.6023(3) 0.7182(3) 0.0360(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.023(6) 0.060(8) 0.021(5) -0.014(5) 0.002(4) -0.004(5) C2 0.026(6) 0.045(7) 0.030(6) -0.006(5) -0.010(5) -0.002(5) C3 0.045(7) 0.036(7) 0.035(6) 0.001(5) -0.016(6) -0.001(5) C4 0.031(6) 0.044(7) 0.034(6) -0.008(5) -0.012(5) -0.004(5) C5 0.044(8) 0.049(8) 0.054(8) -0.016(7) -0.020(6) -0.003(6) C6 0.078(11) 0.033(7) 0.064(9) -0.012(7) -0.034(8) 0.004(7) C7 0.052(8) 0.037(7) 0.041(7) -0.001(6) -0.014(6) -0.018(6) C8 0.057(9) 0.061(9) 0.030(6) -0.012(6) -0.020(6) -0.001(7) C9 0.039(7) 0.045(7) 0.038(7) -0.012(6) -0.012(5) 0.002(6) C10 0.042(7) 0.058(9) 0.047(8) -0.023(7) -0.012(6) 0.006(6) C11 0.077(10) 0.034(7) 0.030(6) -0.007(5) -0.029(6) 0.000(6) C12 0.027(6) 0.039(7) 0.038(6) -0.010(5) -0.010(5) 0.000(5) C13 0.036(6) 0.027(6) 0.043(7) -0.015(5) -0.019(5) -0.004(5) C14 0.050(8) 0.074(10) 0.028(6) -0.023(6) -0.017(6) 0.003(7) C15 0.043(8) 0.049(8) 0.047(7) -0.010(6) -0.018(6) 0.011(6) C16 0.068(10) 0.037(7) 0.055(8) -0.011(6) -0.038(7) 0.003(6) C17 0.056(9) 0.033(7) 0.051(8) -0.011(6) -0.017(6) -0.011(6) C18 0.040(7) 0.050(8) 0.040(7) -0.022(6) -0.020(6) 0.008(6) C19 0.048(7) 0.028(6) 0.034(6) -0.006(5) -0.015(5) -0.008(5) C20 0.048(8) 0.045(7) 0.025(6) -0.009(5) -0.012(5) -0.004(6) C21 0.038(7) 0.052(8) 0.037(6) -0.017(6) -0.018(5) 0.013(6) C22 0.040(7) 0.058(8) 0.032(6) -0.011(6) -0.019(5) -0.004(6) C23 0.030(6) 0.049(8) 0.047(7) -0.013(6) -0.021(5) -0.004(5) C24 0.051(8) 0.035(7) 0.035(6) -0.006(5) -0.018(6) 0.001(5) I1 0.0423(5) 0.0397(5) 0.0385(5) -0.0113(3) -0.0146(4) -0.0022(3) I2 0.0361(5) 0.0378(5) 0.0375(4) -0.0100(3) -0.0118(3) -0.0010(3) P1 0.0281(16) 0.0366(17) 0.0363(16) -0.0054(13) -0.0053(13) -0.0005(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.392(15) . ? C1 C12 1.399(17) . ? C1 P1 1.818(11) . ? C2 C9 1.410(16) . ? C2 C3 1.489(17) . ? C3 C8 1.368(18) . ? C3 C4 1.403(17) . ? C4 C5 1.377(18) . ? C4 H4 0.95 . ? C5 C6 1.376(19) . ? C5 H5 0.95 . ? C6 C7 1.40(2) . ? C6 H6 0.95 . ? C7 C8 1.366(18) . ? C7 H7 0.95 . ? C8 H8 0.95 . ? C9 C10 1.394(18) . ? C9 H9 0.95 . ? C10 C11 1.369(17) . ? C10 H10 0.95 . ? C11 C12 1.378(16) . ? C11 H11 0.95 . ? C12 H12 0.95 . ? C13 C18 1.385(17) . ? C13 C14 1.412(17) . ? C13 P1 1.793(12) . ? C14 C15 1.405(17) . ? C14 H14 0.95 . ? C15 C16 1.407(19) . ? C15 H15 0.95 . ? C16 C17 1.371(19) . ? C16 H16 0.95 . ? C17 C18 1.403(17) . ? C17 H17 0.95 . ? C18 H18 0.95 . ? C19 C24 1.405(16) . ? C19 C20 1.426(17) . ? C19 P1 1.792(13) . ? C20 C21 1.378(17) . ? C20 H20 0.95 . ? C21 C22 1.383(17) . ? C21 H21 0.95 . ? C22 C23 1.388(18) . ? C22 H22 0.95 . ? C23 C24 1.374(17) . ? C23 H23 0.95 . ? C24 H24 0.95 . ? I1 I2 3.1463(11) . ? I2 P1 2.485(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C12 121.3(10) . . ? C2 C1 P1 123.0(10) . . ? C12 C1 P1 115.7(8) . . ? C1 C2 C9 116.9(11) . . ? C1 C2 C3 124.2(11) . . ? C9 C2 C3 118.9(10) . . ? C8 C3 C4 119.5(12) . . ? C8 C3 C2 119.7(11) . . ? C4 C3 C2 120.3(11) . . ? C5 C4 C3 119.3(11) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C6 C5 C4 120.9(13) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 119.3(12) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? C8 C7 C6 119.5(12) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C3 121.3(13) . . ? C7 C8 H8 119.3 . . ? C3 C8 H8 119.3 . . ? C10 C9 C2 121.4(12) . . ? C10 C9 H9 119.3 . . ? C2 C9 H9 119.3 . . ? C11 C10 C9 120.1(12) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C12 119.9(12) . . ? C10 C11 H11 120 . . ? C12 C11 H11 120 . . ? C11 C12 C1 120.2(11) . . ? C11 C12 H12 119.9 . . ? C1 C12 H12 119.9 . . ? C18 C13 C14 120.6(11) . . ? C18 C13 P1 122.8(9) . . ? C14 C13 P1 116.5(9) . . ? C15 C14 C13 117.5(12) . . ? C15 C14 H14 121.3 . . ? C13 C14 H14 121.3 . . ? C16 C15 C14 120.9(12) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C17 C16 C15 120.8(12) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C16 C17 C18 118.9(12) . . ? C16 C17 H17 120.6 . . ? C18 C17 H17 120.6 . . ? C13 C18 C17 121.2(12) . . ? C13 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C24 C19 C20 119.4(11) . . ? C24 C19 P1 119.7(9) . . ? C20 C19 P1 120.8(9) . . ? C21 C20 C19 118.4(11) . . ? C21 C20 H20 120.8 . . ? C19 C20 H20 120.8 . . ? C20 C21 C22 121.0(12) . . ? C20 C21 H21 119.5 . . ? C22 C21 H21 119.5 . . ? C21 C22 C23 121.3(11) . . ? C21 C22 H22 119.3 . . ? C23 C22 H22 119.3 . . ? C24 C23 C22 119.0(11) . . ? C24 C23 H23 120.5 . . ? C22 C23 H23 120.5 . . ? C23 C24 C19 121.0(12) . . ? C23 C24 H24 119.5 . . ? C19 C24 H24 119.5 . . ? P1 I2 I1 170.02(8) . . ? C13 P1 C19 107.7(5) . . ? C13 P1 C1 108.4(6) . . ? C19 P1 C1 109.8(5) . . ? C13 P1 I2 102.6(4) . . ? C19 P1 I2 112.6(4) . . ? C1 P1 I2 115.2(4) . . ? ##End data_2a _database_code_depnum_ccdc_archive 'CCDC 744684' _audit_creation_date 2008-06-20T11:27:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEXII (Bruker, 2008)' _computing_cell_refinement 'APEXII (Bruker, 2008)' _computing_data_reduction 'SAINT v7.53a (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C24 H19 Au1 Cl1 P1' _chemical_formula_sum 'C24 H19 Au Cl P' _chemical_formula_weight 570.78 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.9636(9) _cell_length_b 21.5367(19) _cell_length_c 9.9994(9) _cell_angle_alpha 90 _cell_angle_beta 111.5040(10) _cell_angle_gamma 90 _cell_volume 1996.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7862 _cell_measurement_theta_min 4.671 _cell_measurement_theta_max 59.351 _cell_measurement_wavelength 0.6939 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.899 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_crystal_recrystallization_method 'Slow evaporation from DCCl3' _exptl_special_details ; Beam decay, scaling and absorption correction undertaken using SADABS-2008/1 (Bruker-Nonius, 2008) Residual largest Q-peaks are located near to the Au(1) Attempts to reduce the size of the peaks through the use of smaller crystals, repeated data collections and "strong" absorption correction in SADABS resulted in the best values found in this final structure. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3311 _exptl_absorpt_correction_T_max 0.3311 _exptl_absorpt_process_details 'SADABS-2008/1 (Bruker-Nonius, 2008)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.6939 _diffrn_source synchrotron _diffrn_source_type 'Station 9.8, SRS, Daresbury' _diffrn_radiation_monochromator 'Silicon (111)' _diffrn_measurement_device 'APEXII CCD camera on D8 diffractometer' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega rotation' _diffrn_radiation_collimation '0.2 mm double-pinhole' _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_unetI/netI 0.0601 _diffrn_reflns_number 15733 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 29.7 _diffrn_reflns_theta_full 29.7 _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.987 _reflns_number_total 6005 _reflns_number_gt 5421 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0225P)^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_number_reflns 6005 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0771 _refine_ls_wR_factor_gt 0.0754 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.39 _refine_diff_density_min -1.073 _refine_diff_density_rms 0.16 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C -0.002 0.0015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.0844 0.0907 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1195 0.1523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0553 8.5055 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Au1 Au 0.191908(12) 0.153714(5) 0.686326(12) 0.02023(5) Uani 1 1 d . . . Cl1 Cl 0.09434(12) 0.14975(4) 0.44127(10) 0.0335(2) Uani 1 1 d . . . P1 P 0.28654(9) 0.15825(3) 0.92565(9) 0.01864(15) Uani 1 1 d . . . C1 C 0.2447(3) 0.09068(13) 1.0141(3) 0.0210(6) Uani 1 1 d . . . C2 C 0.2182(4) 0.09934(14) 1.1411(3) 0.0249(6) Uani 1 1 d . . . H2 H 0.2253 0.1398 1.181 0.03 Uiso 1 1 calc R . . C3 C 0.1815(4) 0.04944(15) 1.2097(4) 0.0276(7) Uani 1 1 d . . . H3 H 0.1654 0.0555 1.2968 0.033 Uiso 1 1 calc R . . C4 C 0.1686(4) -0.00950(16) 1.1488(4) 0.0300(7) Uani 1 1 d . . . H4 H 0.1412 -0.0436 1.1934 0.036 Uiso 1 1 calc R . . C5 C 0.1955(4) -0.01870(14) 1.0241(3) 0.0250(6) Uani 1 1 d . . . H5 H 0.1863 -0.0592 0.984 0.03 Uiso 1 1 calc R . . C6 C 0.2364(3) 0.03078(13) 0.9555(3) 0.0221(6) Uani 1 1 d . . . C7 C 0.2678(3) 0.01647(13) 0.8251(3) 0.0212(6) Uani 1 1 d . . . C8 C 0.1640(4) -0.01176(16) 0.7066(3) 0.0272(6) Uani 1 1 d . . . H8 H 0.0715 -0.0207 0.7088 0.033 Uiso 1 1 calc R . . C9 C 0.1938(4) -0.02694(16) 0.5857(4) 0.0330(8) Uani 1 1 d . . . H9 H 0.1216 -0.0457 0.5054 0.04 Uiso 1 1 calc R . . C10 C 0.3283(4) -0.01484(16) 0.5819(4) 0.0329(8) Uani 1 1 d . . . H10 H 0.348 -0.0249 0.4984 0.04 Uiso 1 1 calc R . . C11 C 0.4349(4) 0.01194(15) 0.6991(4) 0.0292(7) Uani 1 1 d . . . H11 H 0.528 0.0195 0.6968 0.035 Uiso 1 1 calc R . . C12 C 0.4048(4) 0.02773(14) 0.8203(3) 0.0247(6) Uani 1 1 d . . . H12 H 0.4776 0.0463 0.9005 0.03 Uiso 1 1 calc R . . C13 C 0.2188(3) 0.22565(13) 0.9920(3) 0.0209(6) Uani 1 1 d . . . C14 C 0.0704(4) 0.23276(15) 0.9531(4) 0.0297(7) Uani 1 1 d . . . H14 H 0.0071 0.201 0.9001 0.036 Uiso 1 1 calc R . . C15 C 0.0144(4) 0.28586(16) 0.9912(4) 0.0360(8) Uani 1 1 d . . . H15 H -0.0869 0.2903 0.965 0.043 Uiso 1 1 calc R . . C16 C 0.1068(5) 0.33249(16) 1.0678(4) 0.0366(9) Uani 1 1 d . . . H16 H 0.0687 0.3688 1.0948 0.044 Uiso 1 1 calc R . . C17 C 0.2539(5) 0.32621(15) 1.1048(4) 0.0368(8) Uani 1 1 d . . . H17 H 0.3169 0.3584 1.1562 0.044 Uiso 1 1 calc R . . C18 C 0.3101(4) 0.27269(14) 1.0669(4) 0.0292(7) Uani 1 1 d . . . H18 H 0.4114 0.2685 1.0925 0.035 Uiso 1 1 calc R . . C19 C 0.4812(3) 0.16600(13) 0.9979(3) 0.0195(5) Uani 1 1 d . . . C20 C 0.5613(4) 0.15510(13) 1.1432(4) 0.0266(7) Uani 1 1 d . . . H20 H 0.5142 0.1423 1.2058 0.032 Uiso 1 1 calc R . . C21 C 0.7107(4) 0.16304(16) 1.1960(4) 0.0288(8) Uani 1 1 d . . . H21 H 0.7653 0.1553 1.2945 0.035 Uiso 1 1 calc R . . C22 C 0.7790(4) 0.18192(15) 1.1069(4) 0.0312(7) Uani 1 1 d . . . H22 H 0.8803 0.1884 1.1446 0.037 Uiso 1 1 calc R . . C23 C 0.7014(4) 0.19167(16) 0.9615(4) 0.0316(7) Uani 1 1 d . . . H23 H 0.7499 0.2033 0.8994 0.038 Uiso 1 1 calc R . . C24 C 0.5522(4) 0.18427(15) 0.9073(3) 0.0256(6) Uani 1 1 d . . . H24 H 0.4986 0.1917 0.8084 0.031 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 Au1 0.02041(7) 0.02115(7) 0.01810(8) -0.00085(4) 0.00586(5) 0.00046(4) Cl1 0.0394(5) 0.0359(4) 0.0188(4) -0.0022(3) 0.0032(4) 0.0039(3) P1 0.0197(4) 0.0192(3) 0.0180(4) -0.0012(2) 0.0081(3) -0.0015(3) C1 0.0210(14) 0.0193(12) 0.0246(14) 0.0019(11) 0.0107(12) 0.0008(11) C2 0.0271(16) 0.0255(14) 0.0245(15) -0.0015(12) 0.0124(13) -0.0010(12) C3 0.0317(17) 0.0301(16) 0.0268(15) 0.0019(12) 0.0176(14) 0.0031(13) C4 0.0313(17) 0.0289(16) 0.0351(17) 0.0053(14) 0.0182(15) -0.0008(13) C5 0.0278(16) 0.0208(13) 0.0287(16) 0.0022(12) 0.0129(13) -0.0030(12) C6 0.0204(14) 0.0215(13) 0.0242(14) -0.0019(11) 0.0078(12) -0.0012(11) C7 0.0229(14) 0.0153(12) 0.0263(15) 0.0039(10) 0.0100(12) 0.0017(11) C8 0.0247(15) 0.0316(16) 0.0259(15) -0.0024(12) 0.0098(13) 0.0015(13) C9 0.038(2) 0.0344(17) 0.0222(15) -0.0069(13) 0.0056(14) -0.0003(15) C10 0.043(2) 0.0339(17) 0.0255(16) 0.0003(13) 0.0167(16) 0.0095(15) C11 0.0315(17) 0.0287(15) 0.0350(18) 0.0036(13) 0.0212(15) 0.0019(13) C12 0.0239(15) 0.0245(14) 0.0267(15) 0.0008(12) 0.0107(13) 0.0031(12) C13 0.0271(15) 0.0178(12) 0.0202(13) 0.0010(10) 0.0114(12) -0.0005(11) C14 0.0284(16) 0.0256(14) 0.0371(18) -0.0049(13) 0.0142(15) -0.0013(13) C15 0.036(2) 0.0320(17) 0.049(2) 0.0043(15) 0.0268(18) 0.0058(15) C16 0.052(2) 0.0255(15) 0.044(2) 0.0005(15) 0.032(2) 0.0056(16) C17 0.050(2) 0.0221(15) 0.039(2) -0.0088(14) 0.0172(18) -0.0021(15) C18 0.0307(17) 0.0253(14) 0.0303(17) -0.0051(12) 0.0095(14) -0.0030(13) C19 0.0187(13) 0.0211(12) 0.0197(14) -0.0017(11) 0.0082(11) -0.0010(11) C20 0.0275(17) 0.0306(16) 0.0193(15) -0.0018(11) 0.0056(13) -0.0004(12) C21 0.0261(17) 0.0293(16) 0.0261(18) -0.0021(12) 0.0039(14) 0.0003(13) C22 0.0232(16) 0.0259(15) 0.044(2) -0.0058(14) 0.0110(15) -0.0036(13) C23 0.0246(16) 0.0362(17) 0.0365(19) 0.0011(14) 0.0141(14) -0.0040(14) C24 0.0230(15) 0.0308(15) 0.0237(15) 0.0023(12) 0.0095(12) -0.0015(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Au1 P1 2.2297(9) . ? Au1 Cl1 2.2826(9) . ? P1 C19 1.813(3) . ? P1 C13 1.825(3) . ? P1 C1 1.829(3) . ? C1 C2 1.401(4) . ? C1 C6 1.406(4) . ? C2 C3 1.394(4) . ? C2 H2 0.95 . ? C3 C4 1.393(5) . ? C3 H3 0.95 . ? C4 C5 1.383(5) . ? C4 H4 0.95 . ? C5 C6 1.406(4) . ? C5 H5 0.95 . ? C6 C7 1.482(4) . ? C7 C8 1.395(4) . ? C7 C12 1.403(4) . ? C8 C9 1.386(5) . ? C8 H8 0.95 . ? C9 C10 1.379(6) . ? C9 H9 0.95 . ? C10 C11 1.386(5) . ? C10 H10 0.95 . ? C11 C12 1.394(4) . ? C11 H11 0.95 . ? C12 H12 0.95 . ? C13 C18 1.384(4) . ? C13 C14 1.392(5) . ? C14 C15 1.386(5) . ? C14 H14 0.95 . ? C15 C16 1.388(5) . ? C15 H15 0.95 . ? C16 C17 1.381(6) . ? C16 H16 0.95 . ? C17 C18 1.393(5) . ? C17 H17 0.95 . ? C18 H18 0.95 . ? C19 C24 1.394(4) . ? C19 C20 1.397(5) . ? C20 C21 1.396(5) . ? C20 H20 0.95 . ? C21 C22 1.366(5) . ? C21 H21 0.95 . ? C22 C23 1.390(5) . ? C22 H22 0.95 . ? C23 C24 1.392(5) . ? C23 H23 0.95 . ? C24 H24 0.95 . ? 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 P1 Au1 Cl1 179.60(3) . . ? C19 P1 C13 105.44(14) . . ? C19 P1 C1 106.31(14) . . ? C13 P1 C1 106.08(15) . . ? C19 P1 Au1 113.67(11) . . ? C13 P1 Au1 110.96(10) . . ? C1 P1 Au1 113.74(10) . . ? C2 C1 C6 119.8(3) . . ? C2 C1 P1 119.0(2) . . ? C6 C1 P1 121.2(2) . . ? C3 C2 C1 120.9(3) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C4 C3 C2 119.1(3) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C5 C4 C3 120.5(3) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 121.2(3) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C1 118.4(3) . . ? C5 C6 C7 117.6(3) . . ? C1 C6 C7 123.9(3) . . ? C8 C7 C12 118.3(3) . . ? C8 C7 C6 120.5(3) . . ? C12 C7 C6 121.1(3) . . ? C9 C8 C7 121.0(3) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C10 C9 C8 120.1(3) . . ? C10 C9 H9 120 . . ? C8 C9 H9 120 . . ? C9 C10 C11 120.4(3) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 119.6(3) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C11 C12 C7 120.6(3) . . ? C11 C12 H12 119.7 . . ? C7 C12 H12 119.7 . . ? C18 C13 C14 119.4(3) . . ? C18 C13 P1 121.4(3) . . ? C14 C13 P1 118.8(2) . . ? C15 C14 C13 120.5(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 119.7(4) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C17 C16 C15 120.1(3) . . ? C17 C16 H16 120 . . ? C15 C16 H16 120 . . ? C16 C17 C18 120.1(3) . . ? C16 C17 H17 120 . . ? C18 C17 H17 120 . . ? C13 C18 C17 120.2(3) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C24 C19 C20 119.4(3) . . ? C24 C19 P1 119.4(2) . . ? C20 C19 P1 121.2(3) . . ? C21 C20 C19 119.7(3) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C22 C21 C20 120.5(3) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 120.6(3) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C23 C24 119.7(3) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C23 C24 C19 120.2(3) . . ? C23 C24 H24 119.9 . . ? C19 C24 H24 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 Cl1 Au1 P1 C19 -110(5) . . . . ? Cl1 Au1 P1 C13 9(5) . . . . ? Cl1 Au1 P1 C1 128(5) . . . . ? C19 P1 C1 C2 91.4(3) . . . . ? C13 P1 C1 C2 -20.5(3) . . . . ? Au1 P1 C1 C2 -142.7(2) . . . . ? C19 P1 C1 C6 -89.7(3) . . . . ? C13 P1 C1 C6 158.4(2) . . . . ? Au1 P1 C1 C6 36.1(3) . . . . ? C6 C1 C2 C3 -0.9(5) . . . . ? P1 C1 C2 C3 178.0(2) . . . . ? C1 C2 C3 C4 -1.2(5) . . . . ? C2 C3 C4 C5 1.7(5) . . . . ? C3 C4 C5 C6 0.0(5) . . . . ? C4 C5 C6 C1 -2.1(5) . . . . ? C4 C5 C6 C7 178.0(3) . . . . ? C2 C1 C6 C5 2.5(5) . . . . ? P1 C1 C6 C5 -176.3(2) . . . . ? C2 C1 C6 C7 -177.6(3) . . . . ? P1 C1 C6 C7 3.5(4) . . . . ? C5 C6 C7 C8 57.5(4) . . . . ? C1 C6 C7 C8 -122.3(3) . . . . ? C5 C6 C7 C12 -118.9(3) . . . . ? C1 C6 C7 C12 61.2(4) . . . . ? C12 C7 C8 C9 -1.6(5) . . . . ? C6 C7 C8 C9 -178.1(3) . . . . ? C7 C8 C9 C10 0.8(5) . . . . ? C8 C9 C10 C11 0.7(5) . . . . ? C9 C10 C11 C12 -1.2(5) . . . . ? C10 C11 C12 C7 0.3(5) . . . . ? C8 C7 C12 C11 1.0(4) . . . . ? C6 C7 C12 C11 177.6(3) . . . . ? C19 P1 C13 C18 6.5(3) . . . . ? C1 P1 C13 C18 119.0(3) . . . . ? Au1 P1 C13 C18 -117.0(3) . . . . ? C19 P1 C13 C14 179.7(3) . . . . ? C1 P1 C13 C14 -67.8(3) . . . . ? Au1 P1 C13 C14 56.2(3) . . . . ? C18 C13 C14 C15 -1.2(5) . . . . ? P1 C13 C14 C15 -174.5(3) . . . . ? C13 C14 C15 C16 0.5(6) . . . . ? C14 C15 C16 C17 0.5(6) . . . . ? C15 C16 C17 C18 -0.8(6) . . . . ? C14 C13 C18 C17 1.0(5) . . . . ? P1 C13 C18 C17 174.1(3) . . . . ? C16 C17 C18 C13 0.0(6) . . . . ? C13 P1 C19 C24 -105.5(3) . . . . ? C1 P1 C19 C24 142.2(2) . . . . ? Au1 P1 C19 C24 16.3(3) . . . . ? C13 P1 C19 C20 73.3(3) . . . . ? C1 P1 C19 C20 -39.0(3) . . . . ? Au1 P1 C19 C20 -164.9(2) . . . . ? C24 C19 C20 C21 0.5(4) . . . . ? P1 C19 C20 C21 -178.4(2) . . . . ? C19 C20 C21 C22 0.6(5) . . . . ? C20 C21 C22 C23 -2.0(5) . . . . ? C21 C22 C23 C24 2.3(5) . . . . ? C22 C23 C24 C19 -1.2(5) . . . . ? C20 C19 C24 C23 -0.1(5) . . . . ? P1 C19 C24 C23 178.7(3) . . . . ? ##End data_2b _database_code_depnum_ccdc_archive 'CCDC 744685' _audit_creation_date 2009-03-11T17:57:23-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H19 Au1 Br1 P1' _chemical_formula_sum 'C24 H19 Au Br P' _chemical_formula_weight 615.08 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5352(6) _cell_length_b 9.8668(6) _cell_length_c 12.0877(8) _cell_angle_alpha 73.228(4) _cell_angle_beta 73.548(3) _cell_angle_gamma 87.343(3) _cell_volume 1043.50(11) _cell_formula_units_Z 2 _cell_measurement_temperature 233(2) _cell_measurement_reflns_used 3474 _cell_measurement_theta_min 2 _cell_measurement_theta_max 26 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.06 _exptl_crystal_density_diffrn 1.958 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 9.046 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.2649 _exptl_absorpt_correction_T_max 0.6129 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 233(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.528901E-1 _diffrn_orient_matrix_ub_12 0.931016E-1 _diffrn_orient_matrix_ub_13 -0.205999E-1 _diffrn_orient_matrix_ub_21 -0.955937E-1 _diffrn_orient_matrix_ub_22 0.453661E-1 _diffrn_orient_matrix_ub_23 0.232884E-1 _diffrn_orient_matrix_ub_31 0.63305E-2 _diffrn_orient_matrix_ub_32 -0.222606E-1 _diffrn_orient_matrix_ub_33 0.845262E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0896 _diffrn_reflns_av_unetI/netI 0.0722 _diffrn_reflns_number 13834 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.949 _diffrn_measured_fraction_theta_max 0.949 _reflns_number_total 3686 _reflns_number_gt 3036 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0582P)^2^+16.2393P] 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_number_reflns 3686 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0828 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1663 _refine_ls_wR_factor_gt 0.146 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.528 _refine_diff_density_min -1.489 _refine_diff_density_rms 0.254 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.013 8.802 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.29 2.46 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.102 0.094 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2146(12) 0.8383(15) 0.1632(11) 0.045(3) Uani 1 1 d . . . C2 C 0.2509(13) 0.9320(14) 0.0446(12) 0.045(3) Uani 1 1 d . . . C3 C 0.3127(15) 0.8768(18) -0.0526(13) 0.058(4) Uani 1 1 d . . . H3 H 0.3406 0.938 -0.1314 0.07 Uiso 1 1 calc R . . C4 C 0.3332(14) 0.7325(14) -0.0332(13) 0.050(3) Uani 1 1 d . . . H4 H 0.3772 0.6977 -0.0991 0.061 Uiso 1 1 calc R . . C5 C 0.2902(15) 0.6397(15) 0.0810(13) 0.054(3) Uani 1 1 d . . . H5 H 0.3012 0.5416 0.094 0.065 Uiso 1 1 calc R . . C6 C 0.2316(13) 0.6945(13) 0.1736(13) 0.048(3) Uani 1 1 d . . . H6 H 0.1999 0.6307 0.2512 0.057 Uiso 1 1 calc R . . C7 C 0.2325(14) 1.0895(15) 0.0154(12) 0.048(3) Uani 1 1 d . . . C8 C 0.0908(16) 1.1427(16) 0.0389(12) 0.055(3) Uani 1 1 d . . . H8 H 0.0088 1.0801 0.0786 0.067 Uiso 1 1 calc R . . C9 C 0.0724(17) 1.2865(17) 0.0037(15) 0.064(4) Uani 1 1 d . . . H9 H -0.0224 1.3215 0.0184 0.077 Uiso 1 1 calc R . . C10 C 0.1898(17) 1.3781(17) -0.0520(16) 0.067(4) Uani 1 1 d . . . H10 H 0.1757 1.4762 -0.0724 0.081 Uiso 1 1 calc R . . C11 C 0.3292(19) 1.3293(16) -0.0789(15) 0.065(4) Uani 1 1 d . . . H11 H 0.4096 1.3938 -0.1185 0.079 Uiso 1 1 calc R . . C12 C 0.3504(15) 1.1881(15) -0.0482(14) 0.058(4) Uani 1 1 d . . . H12 H 0.4457 1.1554 -0.0698 0.07 Uiso 1 1 calc R . . C13 C -0.0498(14) 0.9186(15) 0.3187(11) 0.046(3) Uani 1 1 d . . . C14 C -0.1201(14) 1.0307(18) 0.3544(13) 0.059(4) Uani 1 1 d . . . H14 H -0.0649 1.1018 0.3628 0.071 Uiso 1 1 calc R . . C15 C -0.2728(16) 1.0409(18) 0.3785(14) 0.065(4) Uani 1 1 d . . . H15 H -0.3191 1.1191 0.4008 0.078 Uiso 1 1 calc R . . C16 C -0.3514(16) 0.9379(17) 0.3692(13) 0.060(4) Uani 1 1 d . . . H16 H -0.4539 0.9421 0.3879 0.072 Uiso 1 1 calc R . . C17 C -0.2837(15) 0.8264(17) 0.3327(14) 0.059(4) Uani 1 1 d . . . H17 H -0.3409 0.7565 0.3248 0.071 Uiso 1 1 calc R . . C18 C -0.1344(15) 0.8134(15) 0.3071(13) 0.056(3) Uani 1 1 d . . . H18 H -0.09 0.7358 0.2824 0.067 Uiso 1 1 calc R . . C19 C 0.1710(14) 0.7638(14) 0.4165(11) 0.047(3) Uani 1 1 d . . . C20 C 0.3134(16) 0.7272(16) 0.4202(13) 0.057(3) Uani 1 1 d . . . H20 H 0.3928 0.7721 0.3549 0.068 Uiso 1 1 calc R . . C21 C 0.3402(18) 0.6276(17) 0.5167(15) 0.065(4) Uani 1 1 d . . . H21 H 0.4361 0.6001 0.5158 0.077 Uiso 1 1 calc R . . C22 C 0.222(2) 0.5673(16) 0.6168(15) 0.072(5) Uani 1 1 d . . . H22 H 0.2389 0.5046 0.6862 0.087 Uiso 1 1 calc R . . C23 C 0.0840(18) 0.5985(15) 0.6142(14) 0.063(4) Uani 1 1 d . . . H23 H 0.0054 0.5522 0.6797 0.075 Uiso 1 1 calc R . . C24 C 0.0557(15) 0.6979(15) 0.5165(12) 0.051(3) Uani 1 1 d . . . H24 H -0.0412 0.7211 0.5174 0.062 Uiso 1 1 calc R . . Au1 Au 0.25612(5) 1.10331(6) 0.28911(5) 0.0483(2) Uani 1 1 d . . . Br1 Br 0.36683(16) 1.30791(16) 0.30599(13) 0.0595(4) Uani 1 1 d . . . P1 P 0.1445(3) 0.9063(3) 0.2914(3) 0.0420(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.029(5) 0.064(8) 0.042(7) -0.018(6) -0.007(5) 0.005(5) C2 0.040(6) 0.046(7) 0.060(8) -0.026(6) -0.023(6) 0.009(5) C3 0.053(8) 0.083(11) 0.049(8) -0.035(8) -0.017(6) 0.003(7) C4 0.052(7) 0.049(8) 0.064(9) -0.038(7) -0.017(6) 0.005(6) C5 0.056(8) 0.050(8) 0.069(9) -0.033(7) -0.022(7) 0.011(6) C6 0.044(7) 0.028(6) 0.067(8) -0.008(6) -0.018(6) 0.012(5) C7 0.047(7) 0.061(8) 0.048(7) -0.021(6) -0.024(6) 0.010(6) C8 0.057(8) 0.062(9) 0.051(8) -0.015(7) -0.022(6) 0.004(7) C9 0.067(9) 0.061(9) 0.078(10) -0.033(8) -0.030(8) 0.016(8) C10 0.067(10) 0.054(9) 0.087(11) -0.025(8) -0.026(8) 0.009(7) C11 0.081(11) 0.048(9) 0.070(10) -0.014(8) -0.028(8) -0.002(7) C12 0.049(7) 0.051(8) 0.075(10) -0.013(7) -0.025(7) 0.009(6) C13 0.050(7) 0.060(8) 0.034(6) -0.020(6) -0.012(5) -0.004(6) C14 0.045(7) 0.084(11) 0.057(8) -0.039(8) -0.010(6) 0.006(7) C15 0.056(8) 0.071(10) 0.074(10) -0.038(9) -0.013(7) 0.011(7) C16 0.048(7) 0.070(10) 0.061(9) -0.018(8) -0.017(7) 0.015(7) C17 0.053(8) 0.072(10) 0.076(10) -0.046(8) -0.026(7) -0.003(7) C18 0.051(8) 0.051(8) 0.069(9) -0.022(7) -0.017(7) 0.001(6) C19 0.056(7) 0.046(7) 0.044(7) -0.021(6) -0.014(6) -0.004(6) C20 0.059(8) 0.060(9) 0.049(8) -0.011(7) -0.017(6) -0.006(7) C21 0.071(10) 0.060(9) 0.085(11) -0.038(9) -0.041(9) 0.011(8) C22 0.109(14) 0.044(9) 0.062(10) -0.003(7) -0.034(10) 0.000(9) C23 0.075(10) 0.046(8) 0.057(9) -0.008(7) -0.008(7) -0.014(7) C24 0.049(7) 0.054(8) 0.057(8) -0.023(7) -0.016(6) -0.001(6) Au1 0.0458(3) 0.0480(3) 0.0520(3) -0.0168(2) -0.0125(2) -0.0010(2) Br1 0.0603(8) 0.0558(8) 0.0631(9) -0.0218(7) -0.0117(7) -0.0096(6) P1 0.0376(15) 0.0423(17) 0.0482(18) -0.0172(15) -0.0108(13) -0.0011(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.393(18) . ? C1 C2 1.419(18) . ? C1 P1 1.809(13) . ? C2 C3 1.404(18) . ? C2 C7 1.505(19) . ? C3 C4 1.39(2) . ? C3 H3 0.94 . ? C4 C5 1.38(2) . ? C4 H4 0.94 . ? C5 C6 1.351(19) . ? C5 H5 0.94 . ? C6 H6 0.94 . ? C7 C8 1.409(19) . ? C7 C12 1.41(2) . ? C8 C9 1.38(2) . ? C8 H8 0.94 . ? C9 C10 1.36(2) . ? C9 H9 0.94 . ? C10 C11 1.37(2) . ? C10 H10 0.94 . ? C11 C12 1.36(2) . ? C11 H11 0.94 . ? C12 H12 0.94 . ? C13 C14 1.379(19) . ? C13 C18 1.405(19) . ? C13 P1 1.792(13) . ? C14 C15 1.407(19) . ? C14 H14 0.94 . ? C15 C16 1.34(2) . ? C15 H15 0.94 . ? C16 C17 1.37(2) . ? C16 H16 0.94 . ? C17 C18 1.377(19) . ? C17 H17 0.94 . ? C18 H18 0.94 . ? C19 C24 1.397(18) . ? C19 C20 1.399(19) . ? C19 P1 1.811(14) . ? C20 C21 1.37(2) . ? C20 H20 0.94 . ? C21 C22 1.40(2) . ? C21 H21 0.94 . ? C22 C23 1.34(2) . ? C22 H22 0.94 . ? C23 C24 1.38(2) . ? C23 H23 0.94 . ? C24 H24 0.94 . ? Au1 P1 2.249(3) . ? Au1 Br1 2.4060(15) . ? 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 C6 C1 C2 116.6(11) . . ? C6 C1 P1 123.1(10) . . ? C2 C1 P1 120.2(10) . . ? C3 C2 C1 118.7(12) . . ? C3 C2 C7 117.1(12) . . ? C1 C2 C7 124.2(11) . . ? C4 C3 C2 120.6(14) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C5 C4 C3 121.1(12) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C6 C5 C4 117.6(13) . . ? C6 C5 H5 121.2 . . ? C4 C5 H5 121.2 . . ? C5 C6 C1 125.1(13) . . ? C5 C6 H6 117.4 . . ? C1 C6 H6 117.4 . . ? C8 C7 C12 117.4(13) . . ? C8 C7 C2 119.6(12) . . ? C12 C7 C2 122.6(12) . . ? C9 C8 C7 119.9(14) . . ? C9 C8 H8 120 . . ? C7 C8 H8 120 . . ? C10 C9 C8 120.6(15) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 120.8(15) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C12 C11 C10 119.9(15) . . ? C12 C11 H11 120 . . ? C10 C11 H11 120 . . ? C11 C12 C7 121.2(14) . . ? C11 C12 H12 119.4 . . ? C7 C12 H12 119.4 . . ? C14 C13 C18 118.4(12) . . ? C14 C13 P1 120.5(10) . . ? C18 C13 P1 121.1(10) . . ? C13 C14 C15 121.3(14) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C16 C15 C14 119.2(14) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C17 120.5(14) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C18 C17 C16 122.0(13) . . ? C18 C17 H17 119 . . ? C16 C17 H17 119 . . ? C17 C18 C13 118.5(13) . . ? C17 C18 H18 120.7 . . ? C13 C18 H18 120.7 . . ? C24 C19 C20 117.7(13) . . ? C24 C19 P1 122.8(10) . . ? C20 C19 P1 119.2(10) . . ? C21 C20 C19 121.7(14) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 C22 118.7(15) . . ? C20 C21 H21 120.6 . . ? C22 C21 H21 120.6 . . ? C23 C22 C21 120.5(15) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C24 121.0(14) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C23 C24 C19 120.2(13) . . ? C23 C24 H24 119.9 . . ? C19 C24 H24 119.9 . . ? P1 Au1 Br1 174.86(9) . . ? C13 P1 C1 108.2(5) . . ? C13 P1 C19 105.5(6) . . ? C1 P1 C19 103.6(6) . . ? C13 P1 Au1 113.5(5) . . ? C1 P1 Au1 117.2(4) . . ? C19 P1 Au1 107.7(4) . . ? ##End data_2c _database_code_depnum_ccdc_archive 'CCDC 744686' _audit_creation_date 2009-04-09T13:05:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H19 Au1 I1 P1' _chemical_formula_sum 'C24 H19 Au I P' _chemical_formula_weight 662.08 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5207(3) _cell_length_b 9.8500(4) _cell_length_c 12.1301(4) _cell_angle_alpha 74.346(2) _cell_angle_beta 74.294(2) _cell_angle_gamma 87.987(2) _cell_volume 1053.58(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 18237 _cell_measurement_theta_min 2 _cell_measurement_theta_max 27 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 2.087 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 620 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 8.529 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.309 _exptl_absorpt_correction_T_max 0.5486 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.101589 _diffrn_orient_matrix_ub_12 -0.238863E-1 _diffrn_orient_matrix_ub_13 0.45846E-2 _diffrn_orient_matrix_ub_21 0.363415E-1 _diffrn_orient_matrix_ub_22 0.963362E-1 _diffrn_orient_matrix_ub_23 -0.520116E-1 _diffrn_orient_matrix_ub_31 -0.168346E-1 _diffrn_orient_matrix_ub_32 0.358276E-1 _diffrn_orient_matrix_ub_33 0.720194E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0993 _diffrn_reflns_av_unetI/netI 0.0815 _diffrn_reflns_number 15406 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 26 _diffrn_reflns_theta_full 26 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 4133 _reflns_number_gt 2865 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'DIRDIF99 (Beurskens et al, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. Highest difference peak 7.331, deepest hole -2.743, 1-sigma level 0.335 Q1 1 0.3770 1.0410 0.3917 11.00000 0.05 7.33 ; _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^)+(0.0325P)^2^+22.9078P] 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_number_reflns 4133 _refine_ls_number_parameters 239 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0978 _refine_ls_R_factor_gt 0.0656 _refine_ls_wR_factor_ref 0.1643 _refine_ls_wR_factor_gt 0.1423 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.189 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 7.331 _refine_diff_density_min -2.743 _refine_diff_density_rms 0.335 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.013 8.802 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.474 1.812 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.102 0.094 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2906(9) 0.6531(10) 0.3460(8) 0.026(2) Uani 1 1 d . . . C2 C 0.2474(10) 0.5621(11) 0.4625(9) 0.034(3) Uani 1 1 d . . . C3 C 0.2680(10) 0.4086(10) 0.4890(8) 0.029(2) Uani 1 1 d . . . C4 C 0.4066(10) 0.3528(11) 0.4635(8) 0.035(3) Uani 1 1 d . . . H4 H 0.4898 0.4138 0.42 0.042 Uiso 1 1 calc R . . C5 C 0.4227(11) 0.2083(11) 0.5016(8) 0.037(3) Uani 1 1 d . . . H5 H 0.5172 0.1709 0.4859 0.044 Uiso 1 1 calc R . . C6 C 0.3039(11) 0.1205(10) 0.5612(8) 0.036(3) Uani 1 1 d . . . H6 H 0.3161 0.0218 0.5868 0.043 Uiso 1 1 calc R . . C7 C 0.1665(11) 0.1719(12) 0.5851(9) 0.043(3) Uani 1 1 d . . . H7 H 0.0847 0.1085 0.6269 0.052 Uiso 1 1 calc R . . C8 C 0.1461(11) 0.3120(11) 0.5497(8) 0.036(3) Uani 1 1 d . . . H8 H 0.0502 0.3461 0.5654 0.044 Uiso 1 1 calc R . . C9 C 0.1863(11) 0.6215(12) 0.5559(9) 0.039(3) Uani 1 1 d . . . H9 H 0.1539 0.5606 0.6341 0.047 Uiso 1 1 calc R . . C10 C 0.1710(11) 0.7631(12) 0.5401(9) 0.037(3) Uani 1 1 d . . . H10 H 0.1301 0.7994 0.6064 0.044 Uiso 1 1 calc R . . C11 C 0.2156(10) 0.8534(11) 0.4265(9) 0.038(3) Uani 1 1 d . . . H11 H 0.2034 0.9519 0.415 0.046 Uiso 1 1 calc R . . C12 C 0.2739(9) 0.8051(9) 0.3358(7) 0.0207(18) Uiso 1 1 d . . . H12 H 0.3072 0.8702 0.2596 0.025 Uiso 1 1 calc R . . C13 C 0.5523(11) 0.5771(10) 0.1865(8) 0.032(2) Uani 1 1 d . . . C14 C 0.6390(11) 0.6782(11) 0.2008(8) 0.037(3) Uani 1 1 d . . . H14 H 0.5946 0.7539 0.2302 0.044 Uiso 1 1 calc R . . C15 C 0.7872(11) 0.6698(11) 0.1730(8) 0.036(3) Uani 1 1 d . . . H15 H 0.8451 0.7414 0.1808 0.043 Uiso 1 1 calc R . . C16 C 0.8543(11) 0.5577(11) 0.1332(8) 0.037(3) Uani 1 1 d . . . H16 H 0.9575 0.5518 0.1149 0.045 Uiso 1 1 calc R . . C17 C 0.7700(11) 0.4558(11) 0.1207(9) 0.041(3) Uani 1 1 d . . . H17 H 0.8149 0.3778 0.0952 0.049 Uiso 1 1 calc R . . C18 C 0.6206(11) 0.4658(11) 0.1447(8) 0.036(3) Uani 1 1 d . . . H18 H 0.5636 0.3965 0.1329 0.043 Uiso 1 1 calc R . . C19 C 0.3279(10) 0.7316(9) 0.0956(8) 0.029(2) Uani 1 1 d . . . C20 C 0.1828(10) 0.7660(11) 0.0936(9) 0.035(3) Uani 1 1 d . . . H20 H 0.1046 0.7193 0.1589 0.042 Uiso 1 1 calc R . . C21 C 0.1522(11) 0.8630(11) 0.0019(9) 0.039(3) Uani 1 1 d . . . H21 H 0.0535 0.8841 0.0041 0.047 Uiso 1 1 calc R . . C22 C 0.2645(12) 0.9329(11) -0.0965(9) 0.040(3) Uani 1 1 d . . . H22 H 0.2427 1.0004 -0.1615 0.048 Uiso 1 1 calc R . . C23 C 0.4069(11) 0.9023(11) -0.0977(9) 0.039(3) Uani 1 1 d . . . H23 H 0.4842 0.9502 -0.1634 0.046 Uiso 1 1 calc R . . C24 C 0.4389(10) 0.8005(11) -0.0023(8) 0.032(2) Uani 1 1 d . . . H24 H 0.5376 0.7788 -0.005 0.038 Uiso 1 1 calc R . . Au1 Au 0.24429(4) 0.39086(4) 0.21294(3) 0.03317(11) Uani 1 1 d . . . I1 I 0.13185(7) 0.17528(7) 0.18422(5) 0.03190(16) Uani 1 1 d . . . P1 P 0.3562(2) 0.5924(2) 0.2191(2) 0.0225(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.023(4) 0.026(5) 0.027(4) -0.007(4) -0.007(3) 0.000(4) C2 0.025(4) 0.045(6) 0.036(5) -0.013(4) -0.010(4) -0.002(4) C3 0.039(5) 0.031(5) 0.024(4) -0.018(3) -0.008(4) 0.004(4) C4 0.034(5) 0.048(6) 0.024(4) -0.004(4) -0.013(4) -0.003(5) C5 0.036(5) 0.041(6) 0.031(5) -0.015(4) -0.001(4) 0.003(5) C6 0.051(6) 0.027(5) 0.038(5) -0.018(4) -0.016(4) 0.011(4) C7 0.032(5) 0.055(7) 0.042(5) -0.011(5) -0.011(4) -0.006(5) C8 0.037(5) 0.040(6) 0.031(5) -0.005(4) -0.014(4) 0.009(5) C9 0.038(5) 0.045(6) 0.032(5) -0.011(5) -0.003(4) -0.006(5) C10 0.034(5) 0.048(6) 0.029(5) -0.012(4) -0.008(4) 0.010(5) C11 0.042(5) 0.024(5) 0.055(6) -0.004(4) -0.030(4) 0.001(4) C13 0.041(5) 0.032(5) 0.026(4) -0.014(4) -0.010(4) 0.003(4) C14 0.047(6) 0.037(5) 0.026(4) -0.016(4) -0.003(4) 0.017(5) C15 0.033(5) 0.045(6) 0.031(5) -0.016(4) -0.007(4) 0.006(5) C16 0.035(5) 0.052(6) 0.027(4) -0.021(4) -0.004(4) 0.004(5) C17 0.033(5) 0.040(6) 0.047(6) -0.021(5) -0.001(4) 0.017(5) C18 0.046(5) 0.034(5) 0.032(4) -0.017(4) -0.010(4) -0.007(5) C19 0.038(5) 0.017(4) 0.033(5) -0.009(4) -0.008(4) 0.003(4) C20 0.032(5) 0.036(6) 0.035(5) -0.007(4) -0.009(4) 0.007(4) C21 0.041(5) 0.029(5) 0.056(6) -0.013(5) -0.025(4) 0.009(4) C22 0.065(6) 0.024(5) 0.035(5) -0.003(4) -0.024(5) -0.002(5) C23 0.040(5) 0.036(6) 0.033(5) -0.007(4) 0.001(4) -0.003(5) C24 0.026(4) 0.043(6) 0.027(4) -0.014(4) -0.002(4) -0.002(4) Au1 0.0338(2) 0.0331(2) 0.03257(19) -0.00949(16) -0.00822(15) -0.00054(17) I1 0.0335(3) 0.0300(3) 0.0314(3) -0.0086(3) -0.0067(2) -0.0031(3) P1 0.0132(9) 0.0140(11) 0.0308(11) 0.0087(9) -0.0050(9) -0.0008(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.414(13) . ? C1 C12 1.475(13) . ? C1 P1 1.751(10) . ? C2 C9 1.394(15) . ? C2 C3 1.476(14) . ? C3 C4 1.399(14) . ? C3 C8 1.425(13) . ? C4 C5 1.390(15) . ? C4 H4 0.95 . ? C5 C6 1.356(14) . ? C5 H5 0.95 . ? C6 C7 1.370(14) . ? C6 H6 0.95 . ? C7 C8 1.354(15) . ? C7 H7 0.95 . ? C8 H8 0.95 . ? C9 C10 1.363(15) . ? C9 H9 0.95 . ? C10 C11 1.386(13) . ? C10 H10 0.95 . ? C11 C12 1.296(14) . ? C11 H11 0.95 . ? C12 H12 0.95 . ? C13 C14 1.390(15) . ? C13 C18 1.397(14) . ? C13 P1 1.811(10) . ? C14 C15 1.363(14) . ? C14 H14 0.95 . ? C15 C16 1.390(15) . ? C15 H15 0.95 . ? C16 C17 1.371(16) . ? C16 H16 0.95 . ? C17 C18 1.378(14) . ? C17 H17 0.95 . ? C18 H18 0.95 . ? C19 C24 1.387(12) . ? C19 C20 1.416(14) . ? C19 P1 1.811(9) . ? C20 C21 1.348(14) . ? C20 H20 0.95 . ? C21 C22 1.400(14) . ? C21 H21 0.95 . ? C22 C23 1.375(15) . ? C22 H22 0.95 . ? C23 C24 1.407(14) . ? C23 H23 0.95 . ? C24 H24 0.95 . ? Au1 P1 2.313(2) . ? Au1 I1 2.5568(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 C2 C1 C12 116.0(8) . . ? C2 C1 P1 123.1(8) . . ? C12 C1 P1 120.9(6) . . ? C9 C2 C1 118.0(10) . . ? C9 C2 C3 119.2(9) . . ? C1 C2 C3 122.8(9) . . ? C4 C3 C8 117.7(9) . . ? C4 C3 C2 121.9(9) . . ? C8 C3 C2 120.2(9) . . ? C5 C4 C3 120.1(9) . . ? C5 C4 H4 120 . . ? C3 C4 H4 120 . . ? C6 C5 C4 120.2(10) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 121.0(10) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 120.7(10) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C3 120.3(9) . . ? C7 C8 H8 119.9 . . ? C3 C8 H8 119.9 . . ? C10 C9 C2 123.0(9) . . ? C10 C9 H9 118.5 . . ? C2 C9 H9 118.5 . . ? C9 C10 C11 119.4(10) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C12 C11 C10 120.8(10) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C1 122.7(8) . . ? C11 C12 H12 118.6 . . ? C1 C12 H12 118.6 . . ? C14 C13 C18 118.3(9) . . ? C14 C13 P1 120.3(8) . . ? C18 C13 P1 121.3(8) . . ? C15 C14 C13 120.7(10) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.7(10) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C17 C16 C15 119.3(10) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C16 C17 C18 120.5(10) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 120.5(10) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? C24 C19 C20 117.2(9) . . ? C24 C19 P1 124.3(8) . . ? C20 C19 P1 118.4(7) . . ? C21 C20 C19 122.1(9) . . ? C21 C20 H20 119 . . ? C19 C20 H20 119 . . ? C20 C21 C22 120.6(10) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C23 C22 C21 119.0(9) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C22 C23 C24 120.4(9) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C19 C24 C23 120.7(9) . . ? C19 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? P1 Au1 I1 174.41(6) . . ? C1 P1 C19 106.2(4) . . ? C1 P1 C13 110.4(4) . . ? C19 P1 C13 104.8(4) . . ? C1 P1 Au1 117.7(3) . . ? C19 P1 Au1 105.9(3) . . ? C13 P1 Au1 110.9(3) . . ? ##End data_3a _database_code_depnum_ccdc_archive 'CCDC 744687' _audit_creation_date 2008-03-22T01:31:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C25 H22 Au1 O1 P1' _chemical_formula_sum 'C25 H22 Au O P' _chemical_formula_weight 566.36 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 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 9.1631(3) _cell_length_b 23.7550(9) _cell_length_c 10.2226(4) _cell_angle_alpha 90 _cell_angle_beta 108.494(2) _cell_angle_gamma 90 _cell_volume 2110.23(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4078 _cell_measurement_theta_min 2 _cell_measurement_theta_max 27 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.783 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.833 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.4944 _exptl_absorpt_correction_T_max 0.7717 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.401513E-1 _diffrn_orient_matrix_ub_12 -0.340063E-1 _diffrn_orient_matrix_ub_13 0.35056E-1 _diffrn_orient_matrix_ub_21 0.947868E-1 _diffrn_orient_matrix_ub_22 -0.213062E-1 _diffrn_orient_matrix_ub_23 0.19392E-2 _diffrn_orient_matrix_ub_31 0.514388E-1 _diffrn_orient_matrix_ub_32 0.127171E-1 _diffrn_orient_matrix_ub_33 0.969906E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.125 _diffrn_reflns_av_unetI/netI 0.108 _diffrn_reflns_number 15487 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 26 _diffrn_reflns_theta_full 26 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 4117 _reflns_number_gt 1791 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. Largest peak 1.5-x, y-0.2, 1.0-z relative to Au Twinning possibilities checked and eliminated. Stacking faults a possibility. ; _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^)+(0.0100P)^2^+70.0000P] 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_number_reflns 4117 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1815 _refine_ls_R_factor_gt 0.0773 _refine_ls_wR_factor_ref 0.186 _refine_ls_wR_factor_gt 0.1485 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 6.539 _refine_diff_density_min -2.571 _refine_diff_density_rms 0.29 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' Au Au -1.9162 8.821 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1026 0.0946 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.249(2) 0.4612(8) 0.6356(18) 0.046(4) Uiso 1 1 d . A 1 C2 C 0.393(2) 0.4808(9) 0.718(2) 0.059(6) Uani 1 1 d . A 1 C3 C 0.409(3) 0.5211(8) 0.8164(19) 0.058(5) Uani 1 1 d . A 1 H3 H 0.5083 0.534 0.8698 0.069 Uiso 1 1 calc R A 1 C4 C 0.277(3) 0.5429(9) 0.837(2) 0.072(7) Uani 1 1 d . A 1 H4 H 0.2845 0.5717 0.9034 0.086 Uiso 1 1 calc R A 1 C5 C 0.134(2) 0.5223(8) 0.7603(18) 0.050(5) Uani 1 1 d . A 1 H5 H 0.044 0.5363 0.7771 0.059 Uiso 1 1 calc R A 1 C6 C 0.119(2) 0.4814(8) 0.6590(19) 0.056(5) Uani 1 1 d . A 1 H6 H 0.0199 0.4677 0.6069 0.067 Uiso 1 1 calc R A 1 C7 C 0.659(2) 0.4831(10) 0.747(2) 0.067(6) Uani 1 1 d . A 1 H7A H 0.6603 0.5216 0.7132 0.101 Uiso 1 1 calc R A 1 H7B H 0.739 0.4608 0.7275 0.101 Uiso 1 1 calc R A 1 H7C H 0.677 0.484 0.8471 0.101 Uiso 1 1 calc R A 1 C8 C 0.474(2) 0.3191(8) 0.3667(18) 0.051(5) Uani 1 1 d . A 1 C9 C 0.575(2) 0.3660(8) 0.4096(18) 0.050(5) Uani 1 1 d . A 1 H9 H 0.5338 0.4014 0.4228 0.06 Uiso 1 1 calc R A 1 C10 C 0.731(2) 0.3613(11) 0.432(2) 0.071(6) Uani 1 1 d . A 1 H10 H 0.7995 0.3919 0.4661 0.086 Uiso 1 1 calc R A 1 C11 C 0.785(3) 0.3067(12) 0.4014(19) 0.071(7) Uani 1 1 d . A 1 H11 H 0.89 0.3025 0.4071 0.086 Uiso 1 1 calc R A 1 C12 C 0.691(3) 0.2624(11) 0.365(2) 0.077(7) Uani 1 1 d . A 1 H12 H 0.7316 0.2263 0.356 0.092 Uiso 1 1 calc R A 1 C13 C 0.531(2) 0.2688(9) 0.341(2) 0.061(6) Uani 1 1 d . A 1 H13 H 0.4632 0.2381 0.3061 0.073 Uiso 1 1 calc R A 1 C14 C 0.194(2) 0.3537(8) 0.1637(15) 0.045(5) Uani 1 1 d . A 1 C15 C 0.025(3) 0.3527(8) 0.1075(17) 0.059(6) Uani 1 1 d . A 1 H15 H -0.0354 0.3393 0.161 0.071 Uiso 1 1 calc R A 1 C16 C -0.042(2) 0.3718(8) -0.0257(18) 0.056(5) Uani 1 1 d . A 1 H16 H -0.1511 0.3718 -0.0634 0.067 Uiso 1 1 calc R A 1 C17 C 0.0451(19) 0.3910(8) -0.1065(16) 0.046(5) Uani 1 1 d . A 1 H17 H -0.0041 0.4058 -0.1959 0.055 Uiso 1 1 calc R A 1 C18 C 0.205(3) 0.3881(9) -0.055(2) 0.065(6) Uani 1 1 d . A 1 H18 H 0.2645 0.398 -0.1122 0.078 Uiso 1 1 calc R A 1 C19 C 0.276(2) 0.3713(10) 0.0776(18) 0.060(6) Uani 1 1 d . A 1 H19 H 0.3849 0.3715 0.1122 0.072 Uiso 1 1 calc R A 1 C20 C 0.1893(19) 0.2645(7) 0.3542(15) 0.041(4) Uani 1 1 d . A 1 C21 C 0.184(2) 0.2473(9) 0.4882(17) 0.055(5) Uani 1 1 d . A 1 H21 H 0.2239 0.2705 0.5672 0.066 Uiso 1 1 calc R A 1 C22 C 0.117(2) 0.1955(9) 0.4970(17) 0.056(5) Uani 1 1 d . A 1 H22 H 0.1125 0.1836 0.5845 0.068 Uiso 1 1 calc R A 1 C23 C 0.058(2) 0.1613(8) 0.3883(18) 0.050(5) Uani 1 1 d . A 1 H23 H 0.0117 0.1267 0.4001 0.06 Uiso 1 1 calc R A 1 C24 C 0.064(2) 0.1766(9) 0.258(2) 0.058(5) Uani 1 1 d . A 1 H24 H 0.0235 0.1525 0.1803 0.07 Uiso 1 1 calc R A 1 C25 C 0.130(2) 0.2281(9) 0.2444(18) 0.056(5) Uani 1 1 d . A 1 H25 H 0.1353 0.2387 0.1564 0.067 Uiso 1 1 calc R A 1 Au1 Au 0.24750(10) 0.39927(3) 0.49435(8) 0.0465(2) Uani 1 1 d . A 1 O1 O 0.5183(15) 0.4594(5) 0.6833(13) 0.058(3) Uani 1 1 d . A 1 P1 P 0.2726(6) 0.3320(2) 0.3410(5) 0.0461(12) Uani 1 1 d . A 1 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 C2 0.037(12) 0.061(14) 0.060(12) 0.019(11) -0.012(10) -0.001(10) C3 0.072(15) 0.047(12) 0.049(11) -0.022(10) 0.010(11) 0.002(11) C4 0.11(2) 0.046(13) 0.051(12) -0.009(10) 0.008(13) -0.009(13) C5 0.069(14) 0.038(11) 0.042(10) -0.003(9) 0.017(10) -0.006(10) C6 0.058(13) 0.054(13) 0.047(11) 0.008(10) 0.006(10) 0.004(10) C7 0.058(15) 0.087(18) 0.050(12) -0.009(12) 0.009(11) -0.019(12) C8 0.052(12) 0.055(13) 0.041(10) 0.016(9) 0.010(9) -0.004(10) C9 0.042(11) 0.050(12) 0.048(11) 0.007(9) 0.001(9) 0.004(9) C10 0.036(12) 0.084(17) 0.088(16) -0.006(13) 0.011(11) -0.006(12) C11 0.059(14) 0.11(2) 0.044(11) 0.031(13) 0.017(11) 0.007(15) C12 0.070(17) 0.085(18) 0.088(17) 0.043(15) 0.044(14) 0.024(14) C13 0.062(14) 0.063(14) 0.057(12) 0.032(11) 0.020(11) 0.024(11) C14 0.043(11) 0.066(13) 0.014(7) -0.002(8) -0.008(7) 0.020(9) C15 0.095(17) 0.049(12) 0.031(9) 0.014(9) 0.018(11) 0.024(12) C16 0.049(12) 0.070(14) 0.042(11) -0.003(10) 0.005(9) -0.014(10) C17 0.034(10) 0.075(14) 0.023(8) -0.006(9) -0.001(7) 0.001(9) C18 0.074(16) 0.073(16) 0.046(11) 0.027(11) 0.016(11) -0.013(12) C19 0.030(10) 0.104(18) 0.038(11) 0.008(11) 0.001(8) 0.021(11) C20 0.040(10) 0.051(11) 0.023(8) 0.004(8) -0.003(7) -0.002(8) C21 0.045(11) 0.083(16) 0.029(9) -0.018(10) -0.001(8) -0.013(10) C22 0.078(15) 0.061(14) 0.030(9) -0.003(9) 0.017(10) 0.007(12) C23 0.050(12) 0.045(12) 0.052(11) 0.001(10) 0.012(9) -0.006(9) C24 0.038(11) 0.058(13) 0.071(14) 0.002(11) 0.007(10) 0.000(10) C25 0.054(13) 0.072(15) 0.038(10) 0.005(10) 0.011(9) 0.000(11) Au1 0.0492(4) 0.0439(4) 0.0447(4) -0.0015(4) 0.0125(3) -0.0006(5) O1 0.051(9) 0.050(8) 0.066(9) 0.001(7) 0.009(7) 0.000(7) P1 0.048(3) 0.049(3) 0.036(2) -0.002(2) 0.006(2) 0.003(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.38(2) . ? C1 C2 1.40(2) . ? C1 Au1 2.059(18) . ? C2 C3 1.36(3) . ? C2 O1 1.40(2) . ? C3 C4 1.40(3) . ? C3 H3 0.95 . ? C4 C5 1.39(3) . ? C4 H4 0.95 . ? C5 C6 1.39(2) . ? C5 H5 0.95 . ? C6 H6 0.95 . ? C7 O1 1.37(2) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 C13 1.36(3) . ? C8 C9 1.42(2) . ? C8 P1 1.81(2) . ? C9 C10 1.38(3) . ? C9 H9 0.95 . ? C10 C11 1.46(3) . ? C10 H10 0.95 . ? C11 C12 1.34(3) . ? C11 H11 0.95 . ? C12 C13 1.41(3) . ? C12 H12 0.95 . ? C13 H13 0.95 . ? C14 C19 1.39(2) . ? C14 C15 1.47(3) . ? C14 P1 1.801(15) . ? C15 C16 1.38(2) . ? C15 H15 0.95 . ? C16 C17 1.40(2) . ? C16 H16 0.95 . ? C17 C18 1.39(3) . ? C17 H17 0.95 . ? C18 C19 1.36(2) . ? C18 H18 0.95 . ? C19 H19 0.95 . ? C20 C25 1.38(2) . ? C20 C21 1.45(2) . ? C20 P1 1.799(18) . ? C21 C22 1.39(3) . ? C21 H21 0.95 . ? C22 C23 1.34(2) . ? C22 H22 0.95 . ? C23 C24 1.40(3) . ? C23 H23 0.95 . ? C24 C25 1.39(3) . ? C24 H24 0.95 . ? C25 H25 0.95 . ? Au1 P1 2.301(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 119.1(18) . . ? C6 C1 Au1 123.9(14) . . ? C2 C1 Au1 116.9(14) . . ? C3 C2 O1 122.5(18) . . ? C3 C2 C1 122(2) . . ? O1 C2 C1 114.9(18) . . ? C2 C3 C4 119(2) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 119.7(19) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 121(2) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 119.1(19) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C13 C8 C9 119.7(19) . . ? C13 C8 P1 123.7(16) . . ? C9 C8 P1 116.5(15) . . ? C10 C9 C8 122(2) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C9 C10 C11 116(2) . . ? C9 C10 H10 121.9 . . ? C11 C10 H10 121.9 . . ? C12 C11 C10 122(2) . . ? C12 C11 H11 119.1 . . ? C10 C11 H11 119.1 . . ? C11 C12 C13 120(2) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C8 C13 C12 120(2) . . ? C8 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C19 C14 C15 118.0(14) . . ? C19 C14 P1 127.0(13) . . ? C15 C14 P1 115.1(13) . . ? C16 C15 C14 117.8(18) . . ? C16 C15 H15 121.1 . . ? C14 C15 H15 121.1 . . ? C15 C16 C17 122.0(19) . . ? C15 C16 H16 119 . . ? C17 C16 H16 119 . . ? C18 C17 C16 119.4(16) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C19 C18 C17 120.3(18) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C19 C14 122.4(17) . . ? C18 C19 H19 118.8 . . ? C14 C19 H19 118.8 . . ? C25 C20 C21 118.0(17) . . ? C25 C20 P1 124.2(13) . . ? C21 C20 P1 117.8(13) . . ? C22 C21 C20 117.4(16) . . ? C22 C21 H21 121.3 . . ? C20 C21 H21 121.3 . . ? C23 C22 C21 123.5(17) . . ? C23 C22 H22 118.3 . . ? C21 C22 H22 118.3 . . ? C22 C23 C24 120.4(19) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C25 C24 C23 118.0(19) . . ? C25 C24 H24 121 . . ? C23 C24 H24 121 . . ? C20 C25 C24 122.8(17) . . ? C20 C25 H25 118.6 . . ? C24 C25 H25 118.6 . . ? C1 Au1 P1 174.0(5) . . ? C7 O1 C2 116.9(16) . . ? C20 P1 C14 106.7(8) . . ? C20 P1 C8 106.1(9) . . ? C14 P1 C8 105.0(8) . . ? C20 P1 Au1 115.6(6) . . ? C14 P1 Au1 113.1(6) . . ? C8 P1 Au1 109.7(7) . . ? 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 C6 C1 C2 C3 -3(3) . . . . ? Au1 C1 C2 C3 -179.0(15) . . . . ? C6 C1 C2 O1 -177.9(16) . . . . ? Au1 C1 C2 O1 6(2) . . . . ? O1 C2 C3 C4 175.5(18) . . . . ? C1 C2 C3 C4 1(3) . . . . ? C2 C3 C4 C5 2(3) . . . . ? C3 C4 C5 C6 -2(3) . . . . ? C2 C1 C6 C5 2(3) . . . . ? Au1 C1 C6 C5 178.0(13) . . . . ? C4 C5 C6 C1 0(3) . . . . ? C13 C8 C9 C10 -3(3) . . . . ? P1 C8 C9 C10 -179.9(16) . . . . ? C8 C9 C10 C11 4(3) . . . . ? C9 C10 C11 C12 -6(3) . . . . ? C10 C11 C12 C13 7(3) . . . . ? C9 C8 C13 C12 4(3) . . . . ? P1 C8 C13 C12 -179.3(14) . . . . ? C11 C12 C13 C8 -6(3) . . . . ? C19 C14 C15 C16 -3(3) . . . . ? P1 C14 C15 C16 176.6(15) . . . . ? C14 C15 C16 C17 1(3) . . . . ? C15 C16 C17 C18 4(3) . . . . ? C16 C17 C18 C19 -6(3) . . . . ? C17 C18 C19 C14 3(3) . . . . ? C15 C14 C19 C18 1(3) . . . . ? P1 C14 C19 C18 -178.5(18) . . . . ? C25 C20 C21 C22 -1(3) . . . . ? P1 C20 C21 C22 179.0(15) . . . . ? C20 C21 C22 C23 0(3) . . . . ? C21 C22 C23 C24 1(3) . . . . ? C22 C23 C24 C25 -1(3) . . . . ? C21 C20 C25 C24 1(3) . . . . ? P1 C20 C25 C24 -178.7(15) . . . . ? C23 C24 C25 C20 0(3) . . . . ? C6 C1 Au1 P1 172(4) . . . . ? C2 C1 Au1 P1 -12(6) . . . . ? C3 C2 O1 C7 -4(3) . . . . ? C1 C2 O1 C7 171.0(17) . . . . ? C25 C20 P1 C14 23.3(18) . . . . ? C21 C20 P1 C14 -156.6(14) . . . . ? C25 C20 P1 C8 -88.2(17) . . . . ? C21 C20 P1 C8 91.9(15) . . . . ? C25 C20 P1 Au1 150.0(14) . . . . ? C21 C20 P1 Au1 -29.9(16) . . . . ? C19 C14 P1 C20 -127.8(19) . . . . ? C15 C14 P1 C20 52.6(16) . . . . ? C19 C14 P1 C8 -15(2) . . . . ? C15 C14 P1 C8 164.9(14) . . . . ? C19 C14 P1 Au1 104.1(18) . . . . ? C15 C14 P1 Au1 -75.5(15) . . . . ? C13 C8 P1 C20 25.1(17) . . . . ? C9 C8 P1 C20 -158.4(13) . . . . ? C13 C8 P1 C14 -87.7(17) . . . . ? C9 C8 P1 C14 88.9(15) . . . . ? C13 C8 P1 Au1 150.6(14) . . . . ? C9 C8 P1 Au1 -32.9(15) . . . . ? C1 Au1 P1 C20 133(5) . . . . ? C1 Au1 P1 C14 -104(5) . . . . ? C1 Au1 P1 C8 13(5) . . . . ? ##End data_3b _database_code_depnum_ccdc_archive 'CCDC 744688' _audit_creation_date 2008-03-22T16:13:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C29 H24 Au1 O1 P1' _chemical_formula_sum 'C29 H24 Au O P' _chemical_formula_weight 616.23 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 9.01160(10) _cell_length_b 18.1680(3) _cell_length_c 28.8665(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4726.10(12) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5933 _cell_measurement_theta_min 2 _cell_measurement_theta_max 26 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.312 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_absorpt_correction_T_min 0.4601 _exptl_absorpt_correction_T_max 0.6544 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.597733E-1 _diffrn_orient_matrix_ub_12 0.271547E-1 _diffrn_orient_matrix_ub_13 0.02366 _diffrn_orient_matrix_ub_21 0.862142E-1 _diffrn_orient_matrix_ub_22 0.1252E-2 _diffrn_orient_matrix_ub_23 -0.217961E-1 _diffrn_orient_matrix_ub_31 -0.361688E-1 _diffrn_orient_matrix_ub_32 0.478608E-1 _diffrn_orient_matrix_ub_33 -0.128537E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.091 _diffrn_reflns_av_unetI/netI 0.0425 _diffrn_reflns_number 34792 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 4364 _reflns_number_gt 2776 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'DIRDIF99 (Beurskens et al, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. Residual electron peaks of 5 e/A3 could not be explained by twinning. Relative to Au, the peaks are displaced directly along a, b or c. Multi-scan corrections have been applied, which have removed any significant electron density around the heavy atom, however the pattern of residual electron peaks seen may be an indication that the absorption correction has had limited success in the present case. AU1 0.684024 0.669606 0.133762 Q1 0.9447 0.6697 0.1333 Q2 1.1818 0.6686 -0.0987 Q3 0.8182 0.4903 0.1325 ; _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^)+(0.0311P)^2^+143.4947P] 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_number_reflns 4364 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1257 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.1794 _refine_ls_wR_factor_gt 0.1497 _refine_ls_goodness_of_fit_ref 1.26 _refine_ls_restrained_S_all 1.26 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 5.46 _refine_diff_density_min -2.885 _refine_diff_density_rms 0.296 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.013 8.802 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.102 0.094 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5541(18) 0.7270(9) 0.1788(4) 0.045(4) Uani 1 1 d . . . C2 C 0.4751(17) 0.6920(10) 0.2148(5) 0.049(4) Uani 1 1 d . . . C3 C 0.3672(19) 0.7254(11) 0.2403(6) 0.059(5) Uani 1 1 d . . . H3 H 0.3177 0.6993 0.2643 0.071 Uiso 1 1 calc R . . C4 C 0.331(2) 0.7979(13) 0.2309(7) 0.069(6) Uani 1 1 d . . . H4 H 0.2485 0.8202 0.246 0.083 Uiso 1 1 calc R . . C5 C 0.414(2) 0.8380(11) 0.1992(6) 0.068(6) Uani 1 1 d . . . H5 H 0.3984 0.8894 0.1957 0.081 Uiso 1 1 calc R . . C6 C 0.5195(19) 0.8019(10) 0.1728(5) 0.049(4) Uani 1 1 d . . . H6 H 0.5709 0.829 0.1497 0.059 Uiso 1 1 calc R . . C7 C 0.433(2) 0.5776(11) 0.2543(6) 0.073(6) Uani 1 1 d . . . H7A H 0.4485 0.5995 0.285 0.109 Uiso 1 1 calc R . . H7B H 0.4677 0.5265 0.2545 0.109 Uiso 1 1 calc R . . H7C H 0.3267 0.5786 0.2468 0.109 Uiso 1 1 calc R . . C8 C 0.7319(16) 0.5153(8) 0.0641(5) 0.039(3) Uani 1 1 d . . . C9 C 0.6758(16) 0.4647(9) 0.0984(5) 0.045(4) Uani 1 1 d . . . C10 C 0.6036(17) 0.3993(9) 0.0830(6) 0.048(4) Uani 1 1 d . . . C11 C 0.5884(16) 0.3863(11) 0.0350(6) 0.053(4) Uani 1 1 d . . . H11 H 0.5391 0.3431 0.0248 0.064 Uiso 1 1 calc R . . C12 C 0.6426(17) 0.4343(9) 0.0033(6) 0.051(4) Uani 1 1 d . . . H12 H 0.634 0.4237 -0.0288 0.061 Uiso 1 1 calc R . . C13 C 0.7116(16) 0.4998(9) 0.0179(5) 0.042(4) Uani 1 1 d . . . H13 H 0.7449 0.5341 -0.0047 0.051 Uiso 1 1 calc R . . C14 C 0.540(2) 0.3514(11) 0.1157(7) 0.064(5) Uani 1 1 d . . . H14 H 0.4863 0.3096 0.1054 0.077 Uiso 1 1 calc R . . C15 C 0.555(2) 0.3639(11) 0.1621(8) 0.076(6) Uani 1 1 d . . . H15 H 0.5156 0.3302 0.1839 0.091 Uiso 1 1 calc R . . C16 C 0.631(2) 0.4281(12) 0.1772(7) 0.068(6) Uani 1 1 d . . . H16 H 0.6422 0.4369 0.2094 0.082 Uiso 1 1 calc R . . C17 C 0.6898(16) 0.4777(9) 0.1461(5) 0.045(4) Uani 1 1 d . . . H17 H 0.7394 0.5205 0.1569 0.054 Uiso 1 1 calc R . . C18 C 0.8502(16) 0.6489(9) 0.0273(5) 0.043(4) Uani 1 1 d . . . C19 C 0.7484(17) 0.6997(9) 0.0116(5) 0.043(4) Uani 1 1 d . . . H19 H 0.6651 0.7111 0.0305 0.051 Uiso 1 1 calc R . . C20 C 0.7633(18) 0.7348(9) -0.0308(5) 0.047(4) Uani 1 1 d . . . H20 H 0.691 0.7691 -0.041 0.057 Uiso 1 1 calc R . . C21 C 0.8852(18) 0.7188(9) -0.0577(6) 0.048(4) Uani 1 1 d . . . H21 H 0.8965 0.7419 -0.087 0.058 Uiso 1 1 calc R . . C22 C 0.9914(17) 0.6694(9) -0.0425(5) 0.044(4) Uani 1 1 d . . . H22 H 1.0755 0.6594 -0.0614 0.053 Uiso 1 1 calc R . . C23 C 0.9765(16) 0.6347(9) -0.0005(6) 0.044(4) Uani 1 1 d . . . H23 H 1.0505 0.6013 0.0099 0.053 Uiso 1 1 calc R . . C24 C 1.0029(16) 0.5788(9) 0.1018(5) 0.041(4) Uani 1 1 d . . . C25 C 1.0843(18) 0.6321(10) 0.1238(6) 0.052(4) Uani 1 1 d . . . H25 H 1.0395 0.6782 0.1306 0.063 Uiso 1 1 calc R . . C26 C 1.231(2) 0.6200(15) 0.1364(6) 0.070(6) Uani 1 1 d . . . H26 H 1.2901 0.6589 0.1482 0.084 Uiso 1 1 calc R . . C27 C 1.289(2) 0.5488(14) 0.1313(6) 0.069(6) Uani 1 1 d . . . H27 H 1.387 0.5388 0.142 0.082 Uiso 1 1 calc R . . C28 C 1.2087(19) 0.4937(12) 0.1112(6) 0.065(5) Uani 1 1 d . . . H28 H 1.2507 0.4462 0.1073 0.078 Uiso 1 1 calc R . . C29 C 1.0637(17) 0.5079(10) 0.0966(6) 0.052(4) Uani 1 1 d . . . H29 H 1.0062 0.4697 0.0831 0.062 Uiso 1 1 calc R . . Au1 Au 0.68402(6) 0.66961(3) 0.133762(18) 0.0360(2) Uani 1 1 d . . . O1 O 0.5126(14) 0.6182(7) 0.2207(4) 0.060(3) Uani 1 1 d . . . P1 P 0.8186(4) 0.6019(2) 0.08179(12) 0.0336(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.055(9) 0.066(11) 0.015(7) 0.006(7) -0.015(7) -0.021(8) C2 0.035(8) 0.081(13) 0.030(8) 0.001(8) 0.001(6) 0.002(8) C3 0.052(10) 0.088(14) 0.037(10) -0.018(10) 0.013(8) -0.006(10) C4 0.054(11) 0.097(16) 0.057(12) -0.035(12) 0.000(9) 0.012(11) C5 0.084(14) 0.066(12) 0.052(11) -0.036(10) 0.000(10) 0.010(11) C6 0.056(10) 0.065(11) 0.026(8) -0.001(8) -0.003(7) 0.004(9) C7 0.083(14) 0.097(15) 0.039(10) 0.001(11) 0.027(10) -0.014(12) C8 0.035(8) 0.044(9) 0.039(8) 0.005(7) 0.007(6) 0.000(7) C9 0.028(7) 0.060(10) 0.047(9) -0.014(8) -0.001(7) 0.008(7) C10 0.035(8) 0.048(10) 0.060(11) -0.005(8) -0.005(7) 0.006(7) C11 0.028(8) 0.073(12) 0.059(11) 0.002(10) -0.011(7) 0.002(8) C12 0.042(9) 0.054(10) 0.056(11) -0.020(9) 0.003(8) 0.002(8) C13 0.039(8) 0.052(9) 0.036(8) 0.006(7) 0.003(6) 0.001(7) C14 0.073(13) 0.066(12) 0.055(12) 0.006(10) -0.006(10) -0.006(10) C15 0.066(13) 0.063(13) 0.099(18) 0.030(12) 0.003(12) 0.001(11) C16 0.060(12) 0.084(15) 0.061(12) 0.022(11) 0.000(9) 0.006(11) C17 0.035(8) 0.056(10) 0.043(9) -0.001(7) 0.007(7) 0.004(7) C18 0.030(8) 0.065(11) 0.035(8) -0.010(7) 0.001(6) -0.007(7) C19 0.030(7) 0.064(10) 0.034(8) -0.001(8) -0.003(7) -0.005(7) C20 0.045(9) 0.058(11) 0.040(9) 0.005(8) 0.000(7) -0.004(8) C21 0.050(9) 0.051(10) 0.043(9) 0.004(8) -0.005(8) -0.006(8) C22 0.043(8) 0.061(10) 0.029(8) -0.009(8) 0.006(6) -0.002(8) C23 0.032(8) 0.053(10) 0.047(9) -0.005(8) -0.004(7) 0.000(7) C24 0.036(8) 0.052(9) 0.036(8) 0.000(7) -0.004(6) 0.005(7) C25 0.043(9) 0.066(11) 0.048(10) -0.004(9) -0.009(8) -0.018(8) C26 0.043(10) 0.127(19) 0.039(10) 0.000(12) -0.013(8) -0.021(11) C27 0.043(10) 0.121(18) 0.041(10) 0.016(12) -0.006(8) 0.003(12) C28 0.049(11) 0.090(15) 0.056(11) -0.001(11) -0.008(9) 0.026(11) C29 0.042(9) 0.067(11) 0.046(9) -0.009(9) -0.007(7) 0.006(8) Au1 0.0305(3) 0.0510(4) 0.0266(3) -0.0034(3) 0.0013(2) 0.0002(3) O1 0.063(8) 0.070(8) 0.047(7) 0.002(6) 0.007(6) -0.001(7) P1 0.0283(17) 0.044(2) 0.0285(18) -0.0023(16) 0.0004(15) 0.0000(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.41(2) . ? C1 C2 1.41(2) . ? C1 Au1 2.038(17) . ? C2 C3 1.36(2) . ? C2 O1 1.39(2) . ? C3 C4 1.39(3) . ? C3 H3 0.95 . ? C4 C5 1.39(3) . ? C4 H4 0.95 . ? C5 C6 1.38(2) . ? C5 H5 0.95 . ? C6 H6 0.95 . ? C7 O1 1.417(19) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 C13 1.38(2) . ? C8 C9 1.44(2) . ? C8 P1 1.829(15) . ? C9 C17 1.40(2) . ? C9 C10 1.43(2) . ? C10 C14 1.40(2) . ? C10 C11 1.41(2) . ? C11 C12 1.36(2) . ? C11 H11 0.95 . ? C12 C13 1.41(2) . ? C12 H12 0.95 . ? C13 H13 0.95 . ? C14 C15 1.36(3) . ? C14 H14 0.95 . ? C15 C16 1.42(3) . ? C15 H15 0.95 . ? C16 C17 1.38(2) . ? C16 H16 0.95 . ? C17 H17 0.95 . ? C18 C19 1.38(2) . ? C18 C23 1.42(2) . ? C18 P1 1.811(16) . ? C19 C20 1.39(2) . ? C19 H19 0.95 . ? C20 C21 1.38(2) . ? C20 H20 0.95 . ? C21 C22 1.38(2) . ? C21 H21 0.95 . ? C22 C23 1.37(2) . ? C22 H22 0.95 . ? C23 H23 0.95 . ? C24 C25 1.37(2) . ? C24 C29 1.41(2) . ? C24 P1 1.808(14) . ? C25 C26 1.39(2) . ? C25 H25 0.95 . ? C26 C27 1.40(3) . ? C26 H26 0.95 . ? C27 C28 1.37(3) . ? C27 H27 0.95 . ? C28 C29 1.40(2) . ? C28 H28 0.95 . ? C29 H29 0.95 . ? Au1 P1 2.288(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 114.6(16) . . ? C6 C1 Au1 122.9(11) . . ? C2 C1 Au1 121.9(13) . . ? C3 C2 O1 122.4(16) . . ? C3 C2 C1 123.9(18) . . ? O1 C2 C1 113.7(14) . . ? C2 C3 C4 119.1(18) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 120.0(18) . . ? C3 C4 H4 120 . . ? C5 C4 H4 120 . . ? C6 C5 C4 119.1(19) . . ? C6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? C5 C6 C1 122.8(17) . . ? C5 C6 H6 118.6 . . ? C1 C6 H6 118.6 . . ? O1 C7 H7A 109.5 . . ? O1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? O1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 119.3(14) . . ? C13 C8 P1 120.2(11) . . ? C9 C8 P1 120.4(11) . . ? C17 C9 C10 119.1(16) . . ? C17 C9 C8 122.4(15) . . ? C10 C9 C8 118.5(14) . . ? C14 C10 C11 121.1(16) . . ? C14 C10 C9 119.5(16) . . ? C11 C10 C9 119.2(16) . . ? C12 C11 C10 121.4(17) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C11 C12 C13 120.0(16) . . ? C11 C12 H12 120 . . ? C13 C12 H12 120 . . ? C8 C13 C12 121.4(15) . . ? C8 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C15 C14 C10 121.1(19) . . ? C15 C14 H14 119.5 . . ? C10 C14 H14 119.5 . . ? C14 C15 C16 119.0(19) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C17 C16 C15 121.5(19) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C16 C17 C9 119.7(17) . . ? C16 C17 H17 120.2 . . ? C9 C17 H17 120.2 . . ? C19 C18 C23 118.0(15) . . ? C19 C18 P1 119.8(11) . . ? C23 C18 P1 122.1(13) . . ? C18 C19 C20 122.3(15) . . ? C18 C19 H19 118.8 . . ? C20 C19 H19 118.8 . . ? C21 C20 C19 118.6(16) . . ? C21 C20 H20 120.7 . . ? C19 C20 H20 120.7 . . ? C20 C21 C22 120.8(15) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C23 C22 C21 120.6(15) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C18 119.7(15) . . ? C22 C23 H23 120.2 . . ? C18 C23 H23 120.2 . . ? C25 C24 C29 119.2(15) . . ? C25 C24 P1 118.4(12) . . ? C29 C24 P1 122.4(12) . . ? C24 C25 C26 121.2(19) . . ? C24 C25 H25 119.4 . . ? C26 C25 H25 119.4 . . ? C25 C26 C27 118.5(19) . . ? C25 C26 H26 120.8 . . ? C27 C26 H26 120.8 . . ? C28 C27 C26 121.2(17) . . ? C28 C27 H27 119.4 . . ? C26 C27 H27 119.4 . . ? C27 C28 C29 119.4(19) . . ? C27 C28 H28 120.3 . . ? C29 C28 H28 120.3 . . ? C28 C29 C24 120.0(17) . . ? C28 C29 H29 120 . . ? C24 C29 H29 120 . . ? C1 Au1 P1 176.9(4) . . ? C2 O1 C7 117.5(14) . . ? C24 P1 C18 104.0(7) . . ? C24 P1 C8 106.4(7) . . ? C18 P1 C8 103.4(7) . . ? C24 P1 Au1 113.7(5) . . ? C18 P1 Au1 113.5(5) . . ? C8 P1 Au1 114.8(5) . . ? ##End