data_compound3 _publ_requested_journal J.Am.Chem.Soc. _publ_contact_author_name 'Prof. Daniele Cauzzi' _publ_contact_author_address 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' _publ_contact_author_email cauzzi@unipr.it _publ_contact_author_phone '+39 0521 905425' _publ_contact_author_fax '+39 0521 905557' loop_ _publ_author_name _publ_author_address 'Lorenzo Barbieri' 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' 'Dr. Claudia Graiff' 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' 'Dr. Lisa Elviri' 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' 'Prof. Maurizio Lanfranchi' 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' 'Dr. Roberto Pattacini' 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' 'Alessandro Stercoli ' 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' 'Prof. Antonio Tiripicchio' 'Dip. Chimica GIAF, UniParma Parco Area delle Scienze 17/A, 43100 PR Italy' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H30 Au N3 P2 S2' _chemical_formula_weight 755.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Au' 'Au' -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.810(5) _cell_length_b 10.699(4) _cell_length_c 19.258(7) _cell_angle_alpha 90.00 _cell_angle_beta 113.459(8) _cell_angle_gamma 90.00 _cell_volume 2988(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 48 _cell_measurement_theta_min 12 _cell_measurement_theta_max 21 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 5.195 _exptl_absorpt_correction_type 'psi scan' _exptl_absorpt_correction_T_min 0.482 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'difau-92' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Philips PW1100' _diffrn_measurement_method 'th/2th scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 1 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6350 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.1111 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 26.50 _reflns_number_total 6173 _reflns_number_gt 3198 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'difau-92' _computing_cell_refinement 'difau-92' _computing_data_reduction ? _computing_structure_solution 'Shelxs-97' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep3-POVRay' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6173 _refine_ls_number_parameters 343 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1195 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.0551 _refine_ls_wR_factor_gt 0.0482 _refine_ls_goodness_of_fit_ref 0.870 _refine_ls_restrained_S_all 0.879 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.276541(19) 0.89864(2) 0.267176(17) 0.04637(9) Uani 1 1 d . . . S1 S 0.42055(11) 0.89052(16) 0.36227(10) 0.0591(5) Uani 1 1 d . . . S2 S 0.13314(10) 0.89840(16) 0.17176(10) 0.0526(5) Uani 1 1 d . . . P1 P 0.35016(10) 0.61644(13) 0.33256(9) 0.0277(4) Uani 1 1 d . . . P2 P 0.19211(10) 0.61462(13) 0.17955(9) 0.0272(4) Uani 1 1 d . . . N1 N 0.2852(3) 0.6504(3) 0.2480(2) 0.0312(13) Uani 1 1 d . . . N2 N 0.5242(3) 0.6796(4) 0.4033(3) 0.0578(17) Uani 1 1 d . . . N3 N 0.0254(3) 0.6970(4) 0.1104(3) 0.0482(16) Uani 1 1 d . . . C1 C 0.4461(4) 0.7298(5) 0.3691(3) 0.0347(17) Uani 1 1 d . . . C4 C 0.1033(4) 0.7397(5) 0.1516(3) 0.0361(17) Uani 1 1 d . . . C5 C -0.0527(4) 0.7846(6) 0.0723(4) 0.067(2) Uani 1 1 d . . . H5A H -0.0437 0.8605 0.1020 0.081 Uiso 1 1 calc R . . H5B H -0.1100 0.7463 0.0685 0.081 Uiso 1 1 calc R . . C6 C -0.0579(4) 0.8154(6) -0.0052(4) 0.093(3) Uani 1 1 d . . . H6A H -0.1087 0.8711 -0.0298 0.139 Uiso 1 1 calc R . . H6B H -0.0668 0.7400 -0.0343 0.139 Uiso 1 1 calc R . . H6C H -0.0016 0.8548 -0.0011 0.139 Uiso 1 1 calc R . . C7 C 0.3982(4) 0.4621(5) 0.3363(3) 0.0268(15) Uani 1 1 d . . . C8 C 0.3675(4) 0.3630(5) 0.3653(4) 0.0497(19) Uani 1 1 d . . . H8 H 0.3273 0.3761 0.3890 0.060 Uiso 1 1 calc R . . C9 C 0.3973(4) 0.2419(5) 0.3587(4) 0.059(2) Uani 1 1 d . . . H9 H 0.3770 0.1748 0.3787 0.071 Uiso 1 1 calc R . . C10 C 0.4555(4) 0.2214(5) 0.3235(4) 0.057(2) Uani 1 1 d . . . H10 H 0.4741 0.1405 0.3188 0.069 Uiso 1 1 calc R . . C11 C 0.4864(4) 0.3198(5) 0.2952(4) 0.0490(19) Uani 1 1 d . . . H11 H 0.5269 0.3059 0.2718 0.059 Uiso 1 1 calc R . . C12 C 0.4581(4) 0.4400(5) 0.3010(3) 0.0381(17) Uani 1 1 d . . . H12 H 0.4793 0.5065 0.2812 0.046 Uiso 1 1 calc R . . C13 C 0.2964(3) 0.6185(4) 0.3982(3) 0.0239(13) Uani 1 1 d . . . C14 C 0.2035(4) 0.6440(5) 0.3746(3) 0.0403(17) Uani 1 1 d . . . H14 H 0.1691 0.6634 0.3240 0.048 Uiso 1 1 calc R . . C15 C 0.1608(4) 0.6412(5) 0.4243(4) 0.0495(19) Uani 1 1 d . . . H15 H 0.0983 0.6595 0.4075 0.059 Uiso 1 1 calc R . . C16 C 0.2112(5) 0.6110(6) 0.4997(4) 0.0519(18) Uani 1 1 d . . . H16 H 0.1824 0.6053 0.5333 0.062 Uiso 1 1 calc R . . C17 C 0.3044(4) 0.5895(6) 0.5240(4) 0.0522(18) Uani 1 1 d . . . H17 H 0.3392 0.5723 0.5748 0.063 Uiso 1 1 calc R . . C18 C 0.3466(4) 0.5932(6) 0.4739(3) 0.0420(16) Uani 1 1 d . . . H18 H 0.4096 0.5784 0.4912 0.050 Uiso 1 1 calc R . . C19 C 0.1411(4) 0.4697(4) 0.1946(3) 0.0262(15) Uani 1 1 d . . . C20 C 0.0659(4) 0.4620(6) 0.2133(3) 0.0440(18) Uani 1 1 d . . . H20 H 0.0334 0.5337 0.2147 0.053 Uiso 1 1 calc R . . C21 C 0.0391(4) 0.3474(7) 0.2296(4) 0.063(2) Uani 1 1 d . . . H21 H -0.0117 0.3420 0.2423 0.076 Uiso 1 1 calc R . . C22 C 0.0865(5) 0.2408(7) 0.2275(4) 0.073(3) Uani 1 1 d . . . H22 H 0.0675 0.1636 0.2382 0.088 Uiso 1 1 calc R . . C23 C 0.1612(5) 0.2486(6) 0.2097(4) 0.059(2) Uani 1 1 d . . . H23 H 0.1935 0.1765 0.2087 0.071 Uiso 1 1 calc R . . C24 C 0.1895(4) 0.3634(5) 0.1931(3) 0.0414(18) Uani 1 1 d . . . H24 H 0.2408 0.3685 0.1810 0.050 Uiso 1 1 calc R . . C25 C 0.2148(4) 0.5897(5) 0.0971(3) 0.0273(13) Uani 1 1 d . . . C26 C 0.1450(4) 0.5519(5) 0.0295(4) 0.0422(17) Uani 1 1 d . . . H26 H 0.0857 0.5395 0.0274 0.051 Uiso 1 1 calc R . . C27 C 0.1625(5) 0.5325(5) -0.0345(4) 0.0530(19) Uani 1 1 d . . . H27 H 0.1153 0.5075 -0.0796 0.064 Uiso 1 1 calc R . . C28 C 0.2514(5) 0.5507(5) -0.0311(4) 0.059(2) Uani 1 1 d . . . H28 H 0.2637 0.5365 -0.0737 0.071 Uiso 1 1 calc R . . C29 C 0.3197(5) 0.5887(6) 0.0340(4) 0.0507(19) Uani 1 1 d . . . H29 H 0.3787 0.6021 0.0358 0.061 Uiso 1 1 calc R . . C30 C 0.3019(4) 0.6078(5) 0.0982(3) 0.0380(15) Uani 1 1 d . . . H30 H 0.3495 0.6333 0.1429 0.046 Uiso 1 1 calc R . . C2 C 0.6033(4) 0.7642(7) 0.4388(5) 0.098(3) Uani 1 1 d D . . H2A H 0.5825 0.8499 0.4265 0.117 Uiso 1 1 calc R . . H2B H 0.6265 0.7550 0.4933 0.117 Uiso 1 1 calc R . . C3 C 0.6764(5) 0.7410(7) 0.4149(5) 0.122(4) Uani 1 1 d D . . H3A H 0.7262 0.7980 0.4401 0.183 Uiso 1 1 calc R . . H3B H 0.6545 0.7526 0.3612 0.183 Uiso 1 1 calc R . . H3C H 0.6979 0.6567 0.4275 0.183 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 0.06161(17) 0.02167(10) 0.06292(19) -0.00299(19) 0.03229(14) -0.00290(17) S1 0.0654(12) 0.0285(8) 0.0770(14) -0.0135(11) 0.0217(11) -0.0155(10) S2 0.0641(12) 0.0255(7) 0.0706(14) 0.0059(11) 0.0293(11) 0.0065(10) P1 0.0321(9) 0.0204(8) 0.0332(10) -0.0016(8) 0.0158(8) -0.0038(7) P2 0.0313(9) 0.0205(7) 0.0310(10) 0.0006(8) 0.0136(8) 0.0013(7) N1 0.039(3) 0.0139(19) 0.033(3) 0.001(2) 0.007(3) -0.005(2) N2 0.036(3) 0.054(3) 0.071(5) -0.017(3) 0.008(3) -0.018(3) N3 0.039(3) 0.037(3) 0.061(4) 0.010(3) 0.012(3) 0.013(3) C1 0.040(4) 0.033(3) 0.032(5) -0.007(3) 0.016(4) -0.017(3) C4 0.042(4) 0.029(3) 0.047(5) 0.000(3) 0.027(4) 0.011(3) C5 0.044(5) 0.062(5) 0.071(6) -0.003(4) -0.004(5) 0.017(4) C6 0.084(6) 0.089(6) 0.075(7) 0.019(5) -0.001(6) 0.036(5) C7 0.025(4) 0.028(3) 0.027(4) 0.001(3) 0.010(3) 0.001(3) C8 0.068(5) 0.025(3) 0.074(5) 0.000(3) 0.047(4) 0.002(3) C9 0.077(5) 0.027(3) 0.093(6) 0.015(4) 0.054(5) 0.009(3) C10 0.061(5) 0.029(4) 0.088(6) -0.007(4) 0.036(5) 0.012(3) C11 0.047(4) 0.043(4) 0.062(5) -0.008(4) 0.027(4) 0.012(3) C12 0.036(4) 0.034(3) 0.048(5) 0.007(3) 0.020(4) -0.001(3) C13 0.028(3) 0.018(3) 0.026(4) -0.004(3) 0.012(3) -0.002(3) C14 0.043(4) 0.048(4) 0.034(4) -0.005(3) 0.020(4) -0.007(3) C15 0.046(4) 0.050(4) 0.063(5) -0.005(4) 0.033(4) 0.004(3) C16 0.076(5) 0.046(4) 0.058(5) -0.001(4) 0.052(5) -0.016(4) C17 0.067(5) 0.061(4) 0.029(4) -0.002(4) 0.019(4) -0.008(5) C18 0.040(4) 0.049(4) 0.039(4) 0.008(4) 0.018(4) 0.006(4) C19 0.022(4) 0.022(3) 0.034(4) 0.002(3) 0.011(3) -0.004(3) C20 0.030(4) 0.049(4) 0.060(5) -0.001(4) 0.027(4) -0.006(3) C21 0.053(5) 0.078(5) 0.072(6) 0.003(5) 0.039(5) -0.028(4) C22 0.087(6) 0.052(5) 0.085(7) 0.012(5) 0.038(5) -0.031(5) C23 0.067(5) 0.030(4) 0.075(6) -0.002(4) 0.022(5) -0.005(4) C24 0.045(4) 0.034(4) 0.050(5) 0.004(3) 0.024(4) -0.008(3) C25 0.038(4) 0.024(3) 0.027(4) 0.005(3) 0.019(3) 0.000(3) C26 0.041(4) 0.048(4) 0.042(5) -0.003(3) 0.021(4) 0.003(3) C27 0.062(5) 0.051(4) 0.030(5) -0.001(4) 0.002(4) -0.005(4) C28 0.099(7) 0.038(4) 0.054(6) -0.005(4) 0.045(6) 0.005(4) C29 0.062(5) 0.044(4) 0.065(5) 0.007(4) 0.044(5) -0.001(4) C30 0.053(4) 0.031(3) 0.035(4) 0.008(4) 0.024(4) -0.005(3) C2 0.045(5) 0.099(6) 0.140(9) -0.052(6) 0.028(6) -0.037(5) C3 0.093(7) 0.123(8) 0.175(10) -0.052(7) 0.078(7) -0.072(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 S2 2.2803(19) . ? Au1 S1 2.2859(19) . ? S1 C1 1.759(6) . ? S2 C4 1.764(6) . ? P1 N1 1.584(4) . ? P1 C13 1.782(5) . ? P1 C7 1.807(5) . ? P1 C1 1.848(5) . ? P2 N1 1.582(4) . ? P2 C25 1.782(5) . ? P2 C19 1.823(5) . ? P2 C4 1.858(5) . ? N2 C1 1.265(6) . ? N2 C2 1.474(7) . ? N3 C4 1.255(6) . ? N3 C5 1.489(6) . ? C5 C6 1.498(9) . ? C7 C8 1.373(7) . ? C7 C12 1.389(7) . ? C8 C9 1.401(7) . ? C9 C10 1.360(8) . ? C10 C11 1.363(8) . ? C11 C12 1.381(7) . ? C13 C14 1.382(6) . ? C13 C18 1.382(7) . ? C14 C15 1.374(7) . ? C15 C16 1.387(7) . ? C16 C17 1.376(7) . ? C17 C18 1.375(7) . ? C19 C20 1.375(7) . ? C19 C24 1.378(6) . ? C20 C21 1.374(7) . ? C21 C22 1.375(8) . ? C22 C23 1.356(8) . ? C23 C24 1.388(7) . ? C25 C30 1.382(6) . ? C25 C26 1.389(7) . ? C26 C27 1.384(8) . ? C27 C28 1.394(8) . ? C28 C29 1.351(7) . ? C29 C30 1.388(7) . ? C2 C3 1.426(6) . ? 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 S2 Au1 S1 177.73(6) . . ? C1 S1 Au1 102.9(2) . . ? C4 S2 Au1 105.8(2) . . ? N1 P1 C13 115.4(2) . . ? N1 P1 C7 109.9(2) . . ? C13 P1 C7 107.1(3) . . ? N1 P1 C1 109.8(2) . . ? C13 P1 C1 105.8(3) . . ? C7 P1 C1 108.4(3) . . ? N1 P2 C25 109.2(3) . . ? N1 P2 C19 113.3(2) . . ? C25 P2 C19 105.9(3) . . ? N1 P2 C4 114.3(2) . . ? C25 P2 C4 104.3(3) . . ? C19 P2 C4 109.1(2) . . ? P2 N1 P1 144.0(3) . . ? C1 N2 C2 116.9(6) . . ? C4 N3 C5 119.7(5) . . ? N2 C1 S1 127.0(5) . . ? N2 C1 P1 113.7(4) . . ? S1 C1 P1 118.9(3) . . ? N3 C4 S2 126.7(5) . . ? N3 C4 P2 111.1(4) . . ? S2 C4 P2 121.6(3) . . ? N3 C5 C6 109.5(6) . . ? C8 C7 C12 119.2(5) . . ? C8 C7 P1 120.8(4) . . ? C12 C7 P1 119.5(4) . . ? C7 C8 C9 119.5(6) . . ? C10 C9 C8 120.8(6) . . ? C9 C10 C11 119.7(6) . . ? C10 C11 C12 120.5(6) . . ? C11 C12 C7 120.3(5) . . ? C14 C13 C18 118.3(5) . . ? C14 C13 P1 121.0(4) . . ? C18 C13 P1 120.7(4) . . ? C15 C14 C13 121.3(6) . . ? C14 C15 C16 119.8(6) . . ? C17 C16 C15 119.2(6) . . ? C18 C17 C16 120.5(6) . . ? C17 C18 C13 120.8(5) . . ? C20 C19 C24 120.1(5) . . ? C20 C19 P2 125.2(4) . . ? C24 C19 P2 114.5(4) . . ? C21 C20 C19 119.4(6) . . ? C20 C21 C22 120.8(6) . . ? C23 C22 C21 119.7(6) . . ? C22 C23 C24 120.4(6) . . ? C19 C24 C23 119.5(6) . . ? C30 C25 C26 118.1(5) . . ? C30 C25 P2 121.2(5) . . ? C26 C25 P2 120.7(4) . . ? C27 C26 C25 120.8(6) . . ? C26 C27 C28 119.5(7) . . ? C29 C28 C27 120.4(7) . . ? C28 C29 C30 120.0(6) . . ? C25 C30 C29 121.3(6) . . ? C3 C2 N2 113.0(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.591 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.109