# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author # Name and address of author for correspondence ; Prof. Dr. Alfonso Casti\~A+-eiras Universidad de Santiago de Compostela Departamento de Quimica Inorganica Campus Vida E-15782 Santiago de Compostela (Spain) ; _publ_contact_author_phone +34-881814950 _publ_contact_author_fax +34-981547163 _publ_contact_author_email alfonso.castineiras@usc.es _publ_requested_coeditor_name ? _publ_contact_letter ; Dear Sir, For receiving a depository number, please find enclosed the data of X-ray structure analyses of the compounds: (E)-2-[2-(diphenylphosphino)benzylidene]hydrazinethiosemicarbazine (06rp01) (E)-2-[2-(diphenylphosphino)benzylidene]-N-methylhydrazinethiosemicarbazine (07rp07) [Au3(HLPH)2Cl2]Cl.4MeOH (09rp05) [Au2(HLPMe)Cl2] (06rp03) With thanks in advance, Yours sincerely, Alfonso Casti\~A+-eiras ; #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; First cases of emissive gold(I) thiosemicarbazone clusters ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Rosa M. Pedrido Castineiras' ; Universidad de Santiago de Compostela Departamento de Quimica Inorganica Facultad de Farmacia 15782 Santiago de Compostela Spain ; 'Alfonso Castineiras Campos' ; Universidad de Santiago de Compostela Departamento de Quimica Inorganica Facultad de Farmacia 15782 Santiago de Compostela Spain ; _publ_contact_author_name 'Prof. Dr. Alfonso CastiA+-eiras' #============================================================================== data_06rp01 _database_code_depnum_ccdc_archive 'CCDC 808092' #TrackingRef 'Aupaper5.ccd' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (E)-2-[2-(diphenylphosphino)benzylidene]hydrazinethiosemicarbazine ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H18 N3 P S' _chemical_formula_sum 'C20 H18 N3 P S' _chemical_formula_weight 363.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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 Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6649(6) _cell_length_b 13.2989(10) _cell_length_c 16.2517(11) _cell_angle_alpha 84.183(4) _cell_angle_beta 88.693(4) _cell_angle_gamma 89.976(4) _cell_volume 1862.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3348 _cell_measurement_theta_min 2.520 _cell_measurement_theta_max 24.542 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 0.267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9388 _exptl_absorpt_correction_T_max 0.9894 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker, X8 Kappa APEXII' _diffrn_measurement_method 'omega/phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 33453 _diffrn_reflns_av_R_equivalents 0.0503 _diffrn_reflns_av_sigmaI/netI 0.0993 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 26.55 _reflns_number_total 7639 _reflns_number_gt 4649 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2010)' _computing_cell_refinement 'APEX2 Software (Bruker, 2010)' _computing_data_reduction 'APEX2 Software (Bruker, 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1561P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7639 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1387 _refine_ls_R_factor_gt 0.0891 _refine_ls_wR_factor_ref 0.2598 _refine_ls_wR_factor_gt 0.2345 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.54607(14) 0.38575(10) 0.61189(8) 0.0225(3) Uani 1 1 d . . . P1 P 0.05531(16) 0.58138(10) 0.26094(9) 0.0251(3) Uani 1 1 d . . . N12 N 0.1627(4) 0.3925(3) 0.4878(2) 0.0194(9) Uani 1 1 d . . . N13 N 0.3055(4) 0.4166(3) 0.5166(2) 0.0202(9) Uani 1 1 d . . . H13A H 0.3551 0.4705 0.4938 0.024 Uiso 1 1 calc R . . N14 N 0.2886(5) 0.2787(3) 0.6136(3) 0.0244(10) Uani 1 1 d . . . H14A H 0.1969 0.2660 0.5948 0.029 Uiso 1 1 calc R . . H14B H 0.3268 0.2391 0.6548 0.029 Uiso 1 1 calc R . . C11 C -0.0799(6) 0.4889(4) 0.3158(3) 0.0208(11) Uani 1 1 d . . . C12 C -0.2274(6) 0.4733(4) 0.2867(3) 0.0225(11) Uani 1 1 d . . . H12 H -0.2582 0.5096 0.2379 0.027 Uiso 1 1 d R . . C13 C -0.3287(6) 0.4053(4) 0.3286(3) 0.0249(12) Uani 1 1 d . . . H13 H -0.4268 0.3968 0.3083 0.030 Uiso 1 1 d R . . C14 C -0.2847(6) 0.3494(4) 0.4012(3) 0.0223(11) Uani 1 1 d . . . H14 H -0.3523 0.3028 0.4292 0.027 Uiso 1 1 d R . . C15 C -0.1387(5) 0.3639(4) 0.4315(3) 0.0203(11) Uani 1 1 d . . . H15 H -0.1088 0.3265 0.4800 0.024 Uiso 1 1 d R . . C16 C -0.0364(5) 0.4335(4) 0.3903(3) 0.0182(10) Uani 1 1 d . . . C17 C 0.1144(5) 0.4502(4) 0.4258(3) 0.0201(11) Uani 1 1 d . . . H17 H 0.1760 0.5035 0.4028 0.024 Uiso 1 1 d R . . C18 C 0.3694(5) 0.3581(4) 0.5797(3) 0.0180(10) Uani 1 1 d . . . C31 C -0.0571(6) 0.6287(4) 0.1710(3) 0.0249(12) Uani 1 1 d . . . C32 C -0.1429(6) 0.7163(4) 0.1780(3) 0.0294(12) Uani 1 1 d . . . H32 H -0.1352 0.7502 0.2250 0.035 Uiso 1 1 d R . . C33 C -0.2396(7) 0.7532(4) 0.1147(4) 0.0350(14) Uani 1 1 d . . . H33 H -0.2998 0.8100 0.1210 0.042 Uiso 1 1 d R . . C34 C -0.2474(7) 0.7067(4) 0.0432(4) 0.0336(14) Uani 1 1 d . . . H34 H -0.3104 0.7328 0.0007 0.040 Uiso 1 1 d R . . C35 C -0.1605(7) 0.6205(5) 0.0351(3) 0.0361(14) Uani 1 1 d . . . H35 H -0.1659 0.5884 -0.0130 0.043 Uiso 1 1 d R . . C36 C -0.0664(7) 0.5820(4) 0.0985(4) 0.0338(14) Uani 1 1 d . . . H36 H -0.0083 0.5244 0.0923 0.041 Uiso 1 1 d R . . C51 C 0.1993(6) 0.5019(4) 0.2145(3) 0.0220(11) Uani 1 1 d . . . C52 C 0.1892(6) 0.3958(4) 0.2173(3) 0.0251(12) Uani 1 1 d . . . H52 H 0.1048 0.3618 0.2433 0.030 Uiso 1 1 d R . . C53 C 0.3062(6) 0.3416(4) 0.1807(3) 0.0264(12) Uani 1 1 d . . . H53 H 0.3008 0.2715 0.1840 0.032 Uiso 1 1 d R . . C54 C 0.4300(6) 0.3916(4) 0.1400(3) 0.0288(12) Uani 1 1 d . . . H54 H 0.5056 0.3555 0.1141 0.035 Uiso 1 1 d R . . C55 C 0.4405(6) 0.4960(4) 0.1378(3) 0.0310(13) Uani 1 1 d . . . H55 H 0.5231 0.5300 0.1100 0.037 Uiso 1 1 d R . . C56 C 0.3299(6) 0.5489(4) 0.1762(4) 0.0308(13) Uani 1 1 d . . . H56 H 0.3418 0.6183 0.1769 0.037 Uiso 1 1 d R . . S2 S 1.04763(14) 0.08882(9) 0.61106(8) 0.0214(3) Uani 1 1 d . . . P2 P 0.54495(15) -0.02747(11) 0.26665(9) 0.0251(4) Uani 1 1 d . . . N22 N 0.6637(4) 0.1134(3) 0.4879(2) 0.0180(9) Uani 1 1 d . . . N23 N 0.8074(4) 0.0824(3) 0.5159(2) 0.0193(9) Uani 1 1 d . . . H23A H 0.8573 0.0346 0.4927 0.023 Uiso 1 1 calc R . . N24 N 0.7900(5) 0.1946(3) 0.6126(3) 0.0239(10) Uani 1 1 d . . . H24A H 0.6977 0.2112 0.5943 0.029 Uiso 1 1 calc R . . H24B H 0.8281 0.2242 0.6537 0.029 Uiso 1 1 calc R . . C21 C 0.4147(5) 0.0542(4) 0.3210(3) 0.0177(10) Uani 1 1 d . . . C22 C 0.2650(6) 0.0753(4) 0.2932(3) 0.0220(11) Uani 1 1 d . . . H22 H 0.2316 0.0483 0.2460 0.026 Uiso 1 1 d R . . C23 C 0.1657(5) 0.1355(4) 0.3348(3) 0.0216(11) Uani 1 1 d . . . H23 H 0.0666 0.1483 0.3157 0.026 Uiso 1 1 d R . . C24 C 0.2140(5) 0.1766(4) 0.4049(3) 0.0204(11) Uani 1 1 d . . . H24 H 0.1481 0.2179 0.4323 0.025 Uiso 1 1 d R . . C25 C 0.3608(5) 0.1560(4) 0.4339(3) 0.0184(10) Uani 1 1 d . . . H25 H 0.3922 0.1831 0.4813 0.022 Uiso 1 1 d R . . C26 C 0.4622(5) 0.0956(3) 0.3934(3) 0.0165(10) Uani 1 1 d . . . C27 C 0.6144(5) 0.0701(4) 0.4274(3) 0.0195(10) Uani 1 1 d . . . H27 H 0.6752 0.0220 0.4044 0.023 Uiso 1 1 d R . . C28 C 0.8708(5) 0.1254(4) 0.5785(3) 0.0167(10) Uani 1 1 d . . . C41 C 0.6938(6) 0.0613(4) 0.2208(3) 0.0221(11) Uani 1 1 d . . . C42 C 0.8253(6) 0.0184(4) 0.1883(3) 0.0242(11) Uani 1 1 d . . . H42 H 0.8345 -0.0515 0.1916 0.029 Uiso 1 1 d R . . C43 C 0.9438(6) 0.0795(5) 0.1509(3) 0.0296(13) Uani 1 1 d . . . H43 H 1.0305 0.0504 0.1284 0.035 Uiso 1 1 d R . . C44 C 0.9314(6) 0.1838(5) 0.1476(3) 0.0302(13) Uani 1 1 d . . . H44 H 1.0101 0.2246 0.1229 0.036 Uiso 1 1 d R . . C45 C 0.8029(6) 0.2272(4) 0.1805(4) 0.0339(14) Uani 1 1 d . . . H45 H 0.7952 0.2971 0.1784 0.041 Uiso 1 1 d R . . C46 C 0.6835(6) 0.1657(4) 0.2173(3) 0.0275(12) Uani 1 1 d . . . H46 H 0.5968 0.1952 0.2395 0.033 Uiso 1 1 d R . . C61 C 0.4316(6) -0.0509(4) 0.1762(3) 0.0240(11) Uani 1 1 d . . . C62 C 0.4118(6) 0.0200(4) 0.1087(3) 0.0293(13) Uani 1 1 d . . . H62 H 0.4620 0.0821 0.1062 0.035 Uiso 1 1 d R . . C63 C 0.3174(7) -0.0015(5) 0.0448(3) 0.0331(13) Uani 1 1 d . . . H63 H 0.3040 0.0464 -0.0003 0.040 Uiso 1 1 d R . . C64 C 0.2435(7) -0.0934(5) 0.0481(4) 0.0330(13) Uani 1 1 d . . . H64 H 0.1808 -0.1076 0.0051 0.040 Uiso 1 1 d R . . C65 C 0.2619(7) -0.1636(5) 0.1143(4) 0.0390(15) Uani 1 1 d . . . H65 H 0.2100 -0.2251 0.1166 0.047 Uiso 1 1 d R . . C66 C 0.3579(6) -0.1444(4) 0.1786(3) 0.0302(13) Uani 1 1 d . . . H66 H 0.3726 -0.1934 0.2228 0.036 Uiso 1 1 d 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 S1 0.0163(6) 0.0197(7) 0.0315(8) -0.0020(5) -0.0044(5) -0.0031(5) P1 0.0274(7) 0.0176(7) 0.0288(8) 0.0040(6) 0.0011(6) -0.0017(6) N12 0.015(2) 0.022(2) 0.022(2) -0.0095(18) -0.0024(16) -0.0031(17) N13 0.018(2) 0.018(2) 0.025(2) -0.0046(18) -0.0057(17) -0.0075(17) N14 0.023(2) 0.022(2) 0.027(2) 0.0032(19) -0.0027(18) -0.0084(18) C11 0.023(3) 0.015(3) 0.025(3) -0.005(2) -0.003(2) 0.000(2) C12 0.026(3) 0.019(3) 0.023(3) -0.003(2) -0.003(2) 0.002(2) C13 0.015(2) 0.026(3) 0.035(3) -0.010(2) -0.004(2) -0.002(2) C14 0.019(2) 0.018(3) 0.031(3) -0.005(2) 0.002(2) -0.006(2) C15 0.021(2) 0.017(3) 0.023(3) -0.004(2) 0.000(2) 0.001(2) C16 0.017(2) 0.014(2) 0.024(3) -0.003(2) -0.0012(19) -0.0007(19) C17 0.018(2) 0.017(3) 0.024(3) -0.002(2) 0.000(2) -0.006(2) C18 0.021(2) 0.012(2) 0.021(3) -0.005(2) 0.004(2) 0.0000(19) C31 0.027(3) 0.021(3) 0.026(3) 0.001(2) 0.002(2) -0.004(2) C32 0.035(3) 0.023(3) 0.030(3) -0.003(2) 0.000(2) -0.001(2) C33 0.041(3) 0.024(3) 0.039(4) -0.002(3) -0.003(3) 0.009(3) C34 0.033(3) 0.031(3) 0.036(3) 0.003(3) -0.005(3) 0.010(3) C35 0.045(4) 0.039(4) 0.025(3) -0.003(3) -0.004(3) 0.007(3) C36 0.035(3) 0.032(3) 0.036(3) -0.004(3) -0.005(3) 0.016(3) C51 0.021(3) 0.020(3) 0.024(3) 0.004(2) -0.005(2) -0.006(2) C52 0.025(3) 0.023(3) 0.027(3) -0.001(2) -0.001(2) -0.006(2) C53 0.025(3) 0.025(3) 0.030(3) -0.005(2) -0.002(2) -0.004(2) C54 0.023(3) 0.036(3) 0.027(3) -0.004(2) -0.003(2) 0.004(2) C55 0.021(3) 0.033(3) 0.036(3) 0.010(3) 0.000(2) -0.006(2) C56 0.024(3) 0.024(3) 0.045(4) 0.001(3) -0.003(2) -0.005(2) S2 0.0162(6) 0.0202(7) 0.0282(7) -0.0028(5) -0.0048(5) -0.0034(5) P2 0.0238(7) 0.0222(7) 0.0314(8) -0.0134(6) 0.0024(6) -0.0075(6) N22 0.015(2) 0.015(2) 0.023(2) 0.0004(17) -0.0030(16) -0.0027(16) N23 0.0124(19) 0.019(2) 0.026(2) -0.0026(18) -0.0037(16) -0.0004(16) N24 0.018(2) 0.024(2) 0.031(3) -0.0056(19) -0.0080(18) 0.0027(18) C21 0.018(2) 0.013(2) 0.023(3) -0.004(2) 0.0017(19) -0.0062(19) C22 0.025(3) 0.019(3) 0.022(3) -0.005(2) -0.002(2) -0.009(2) C23 0.017(2) 0.020(3) 0.028(3) 0.003(2) -0.006(2) -0.003(2) C24 0.020(2) 0.014(2) 0.028(3) -0.002(2) 0.003(2) -0.0019(19) C25 0.021(2) 0.015(2) 0.020(3) -0.005(2) -0.0045(19) -0.0056(19) C26 0.017(2) 0.015(2) 0.018(3) -0.0011(19) -0.0012(19) -0.0075(19) C27 0.018(2) 0.015(2) 0.026(3) -0.002(2) 0.001(2) -0.0003(19) C28 0.018(2) 0.014(2) 0.018(2) 0.0018(19) -0.0028(19) -0.0057(19) C41 0.019(2) 0.023(3) 0.026(3) -0.009(2) -0.004(2) -0.006(2) C42 0.022(3) 0.026(3) 0.026(3) -0.007(2) -0.005(2) 0.001(2) C43 0.016(3) 0.045(4) 0.030(3) -0.016(3) -0.004(2) 0.000(2) C44 0.022(3) 0.043(4) 0.026(3) -0.006(3) 0.004(2) -0.015(2) C45 0.028(3) 0.028(3) 0.046(4) -0.005(3) 0.001(3) -0.012(2) C46 0.021(3) 0.019(3) 0.043(3) -0.008(2) 0.009(2) -0.004(2) C61 0.022(3) 0.022(3) 0.028(3) -0.008(2) 0.004(2) -0.008(2) C62 0.031(3) 0.026(3) 0.031(3) -0.005(2) 0.001(2) -0.010(2) C63 0.041(3) 0.033(3) 0.025(3) -0.001(2) 0.002(2) 0.001(3) C64 0.034(3) 0.039(4) 0.028(3) -0.013(3) -0.006(2) -0.001(3) C65 0.046(4) 0.031(3) 0.043(4) -0.013(3) -0.011(3) -0.012(3) C66 0.034(3) 0.029(3) 0.029(3) -0.007(2) -0.008(2) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C18 1.682(5) . ? P1 C31 1.832(5) . ? P1 C51 1.833(5) . ? P1 C11 1.847(5) . ? N12 C17 1.280(6) . ? N12 N13 1.383(5) . ? N13 C18 1.352(6) . ? N13 H13A 0.8800 . ? N14 C18 1.331(6) . ? N14 H14A 0.8800 . ? N14 H14B 0.8800 . ? C11 C12 1.396(7) . ? C11 C16 1.412(7) . ? C12 C13 1.379(7) . ? C12 H12 0.9301 . ? C13 C14 1.390(7) . ? C13 H13 0.9300 . ? C14 C15 1.389(7) . ? C14 H14 0.9300 . ? C15 C16 1.391(7) . ? C15 H15 0.9300 . ? C16 C17 1.466(6) . ? C17 H17 0.9299 . ? C31 C36 1.390(8) . ? C31 C32 1.394(7) . ? C32 C33 1.392(8) . ? C32 H32 0.9299 . ? C33 C34 1.373(8) . ? C33 H33 0.9300 . ? C34 C35 1.387(8) . ? C34 H34 0.9300 . ? C35 C36 1.386(7) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C51 C56 1.396(7) . ? C51 C52 1.410(7) . ? C52 C53 1.400(7) . ? C52 H52 0.9300 . ? C53 C54 1.382(7) . ? C53 H53 0.9301 . ? C54 C55 1.388(8) . ? C54 H54 0.9299 . ? C55 C56 1.365(8) . ? C55 H55 0.9299 . ? C56 H56 0.9300 . ? S2 C28 1.688(5) . ? P2 C21 1.839(5) . ? P2 C61 1.839(5) . ? P2 C41 1.841(5) . ? N22 C27 1.270(6) . ? N22 N23 1.383(5) . ? N23 C28 1.345(6) . ? N23 H23A 0.8800 . ? N24 C28 1.314(6) . ? N24 H24A 0.8800 . ? N24 H24B 0.8800 . ? C21 C22 1.403(7) . ? C21 C26 1.417(6) . ? C22 C23 1.386(7) . ? C22 H22 0.9300 . ? C23 C24 1.385(7) . ? C23 H23 0.9301 . ? C24 C25 1.384(6) . ? C24 H24 0.9299 . ? C25 C26 1.390(7) . ? C25 H25 0.9301 . ? C26 C27 1.468(6) . ? C27 H27 0.9300 . ? C41 C46 1.387(7) . ? C41 C42 1.391(7) . ? C42 C43 1.399(7) . ? C42 H42 0.9300 . ? C43 C44 1.386(8) . ? C43 H43 0.9300 . ? C44 C45 1.376(8) . ? C44 H44 0.9301 . ? C45 C46 1.403(7) . ? C45 H45 0.9300 . ? C46 H46 0.9299 . ? C61 C62 1.386(8) . ? C61 C66 1.394(7) . ? C62 C63 1.389(8) . ? C62 H62 0.9300 . ? C63 C64 1.375(8) . ? C63 H63 0.9301 . ? C64 C65 1.363(8) . ? C64 H64 0.9300 . ? C65 C66 1.395(7) . ? C65 H65 0.9301 . ? C66 H66 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C31 P1 C51 101.9(2) . . ? C31 P1 C11 101.5(2) . . ? C51 P1 C11 103.5(2) . . ? C17 N12 N13 115.9(4) . . ? C18 N13 N12 120.5(4) . . ? C18 N13 H13A 119.8 . . ? N12 N13 H13A 119.8 . . ? C18 N14 H14A 120.0 . . ? C18 N14 H14B 120.0 . . ? H14A N14 H14B 120.0 . . ? C12 C11 C16 118.2(5) . . ? C12 C11 P1 121.8(4) . . ? C16 C11 P1 120.0(4) . . ? C13 C12 C11 121.5(5) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.3 . . ? C12 C13 C14 120.2(5) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.8 . . ? C15 C14 C13 119.3(5) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C14 C15 C16 121.0(5) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C15 C16 C11 119.8(4) . . ? C15 C16 C17 119.7(4) . . ? C11 C16 C17 120.5(4) . . ? N12 C17 C16 121.1(4) . . ? N12 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? N14 C18 N13 117.7(4) . . ? N14 C18 S1 122.3(4) . . ? N13 C18 S1 120.0(4) . . ? C36 C31 C32 118.4(5) . . ? C36 C31 P1 124.9(4) . . ? C32 C31 P1 116.7(4) . . ? C33 C32 C31 120.3(5) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.9 . . ? C34 C33 C32 120.7(5) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C33 C34 C35 119.4(5) . . ? C33 C34 H34 120.2 . . ? C35 C34 H34 120.3 . . ? C36 C35 C34 120.2(5) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 119.9 . . ? C35 C36 C31 121.0(5) . . ? C35 C36 H36 119.5 . . ? C31 C36 H36 119.5 . . ? C56 C51 C52 117.7(5) . . ? C56 C51 P1 118.0(4) . . ? C52 C51 P1 124.2(4) . . ? C53 C52 C51 119.9(5) . . ? C53 C52 H52 120.1 . . ? C51 C52 H52 120.0 . . ? C54 C53 C52 120.5(5) . . ? C54 C53 H53 119.7 . . ? C52 C53 H53 119.8 . . ? C53 C54 C55 119.6(5) . . ? C53 C54 H54 120.2 . . ? C55 C54 H54 120.3 . . ? C56 C55 C54 120.2(5) . . ? C56 C55 H55 119.9 . . ? C54 C55 H55 119.9 . . ? C55 C56 C51 122.0(5) . . ? C55 C56 H56 119.0 . . ? C51 C56 H56 119.0 . . ? C21 P2 C61 102.0(2) . . ? C21 P2 C41 103.0(2) . . ? C61 P2 C41 102.2(2) . . ? C27 N22 N23 115.6(4) . . ? C28 N23 N22 120.0(4) . . ? C28 N23 H23A 120.0 . . ? N22 N23 H23A 120.0 . . ? C28 N24 H24A 120.0 . . ? C28 N24 H24B 120.0 . . ? H24A N24 H24B 120.0 . . ? C22 C21 C26 118.3(4) . . ? C22 C21 P2 121.0(4) . . ? C26 C21 P2 120.7(3) . . ? C23 C22 C21 121.1(5) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C24 C23 C22 120.1(4) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 119.7(5) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 121.2(4) . . ? C24 C25 H25 119.4 . . ? C26 C25 H25 119.4 . . ? C25 C26 C21 119.5(4) . . ? C25 C26 C27 120.5(4) . . ? C21 C26 C27 119.9(4) . . ? N22 C27 C26 120.5(4) . . ? N22 C27 H27 119.8 . . ? C26 C27 H27 119.7 . . ? N24 C28 N23 117.7(4) . . ? N24 C28 S2 122.6(4) . . ? N23 C28 S2 119.7(4) . . ? C46 C41 C42 118.9(5) . . ? C46 C41 P2 124.8(4) . . ? C42 C41 P2 116.3(4) . . ? C41 C42 C43 120.6(5) . . ? C41 C42 H42 119.6 . . ? C43 C42 H42 119.7 . . ? C44 C43 C42 119.7(5) . . ? C44 C43 H43 120.2 . . ? C42 C43 H43 120.2 . . ? C45 C44 C43 120.3(5) . . ? C45 C44 H44 119.9 . . ? C43 C44 H44 119.8 . . ? C44 C45 C46 119.9(5) . . ? C44 C45 H45 120.0 . . ? C46 C45 H45 120.0 . . ? C41 C46 C45 120.5(5) . . ? C41 C46 H46 119.7 . . ? C45 C46 H46 119.7 . . ? C62 C61 C66 119.4(5) . . ? C62 C61 P2 123.6(4) . . ? C66 C61 P2 116.9(4) . . ? C61 C62 C63 120.1(5) . . ? C61 C62 H62 119.9 . . ? C63 C62 H62 120.0 . . ? C64 C63 C62 120.2(5) . . ? C64 C63 H63 119.9 . . ? C62 C63 H63 119.9 . . ? C65 C64 C63 120.2(5) . . ? C65 C64 H64 119.9 . . ? C63 C64 H64 119.9 . . ? C64 C65 C66 120.7(6) . . ? C64 C65 H65 119.7 . . ? C66 C65 H65 119.6 . . ? C61 C66 C65 119.4(5) . . ? C61 C66 H66 120.3 . . ? C65 C66 H66 120.4 . . ? 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 C17 N12 N13 C18 -177.4(4) . . . . ? C31 P1 C11 C12 -1.9(5) . . . . ? C51 P1 C11 C12 -107.3(4) . . . . ? C31 P1 C11 C16 179.7(4) . . . . ? C51 P1 C11 C16 74.3(4) . . . . ? C16 C11 C12 C13 -0.5(7) . . . . ? P1 C11 C12 C13 -179.0(4) . . . . ? C11 C12 C13 C14 -0.6(8) . . . . ? C12 C13 C14 C15 0.8(7) . . . . ? C13 C14 C15 C16 0.1(7) . . . . ? C14 C15 C16 C11 -1.3(7) . . . . ? C14 C15 C16 C17 177.4(4) . . . . ? C12 C11 C16 C15 1.5(7) . . . . ? P1 C11 C16 C15 179.9(4) . . . . ? C12 C11 C16 C17 -177.2(4) . . . . ? P1 C11 C16 C17 1.3(6) . . . . ? N13 N12 C17 C16 -179.0(4) . . . . ? C15 C16 C17 N12 9.6(7) . . . . ? C11 C16 C17 N12 -171.7(4) . . . . ? N12 N13 C18 N14 -1.5(6) . . . . ? N12 N13 C18 S1 177.7(3) . . . . ? C51 P1 C31 C36 22.8(5) . . . . ? C11 P1 C31 C36 -83.9(5) . . . . ? C51 P1 C31 C32 -159.3(4) . . . . ? C11 P1 C31 C32 94.0(4) . . . . ? C36 C31 C32 C33 2.5(8) . . . . ? P1 C31 C32 C33 -175.6(4) . . . . ? C31 C32 C33 C34 -2.8(9) . . . . ? C32 C33 C34 C35 1.6(9) . . . . ? C33 C34 C35 C36 -0.2(10) . . . . ? C34 C35 C36 C31 0.0(10) . . . . ? C32 C31 C36 C35 -1.1(9) . . . . ? P1 C31 C36 C35 176.8(5) . . . . ? C31 P1 C51 C56 82.4(4) . . . . ? C11 P1 C51 C56 -172.5(4) . . . . ? C31 P1 C51 C52 -99.7(4) . . . . ? C11 P1 C51 C52 5.4(5) . . . . ? C56 C51 C52 C53 -1.3(7) . . . . ? P1 C51 C52 C53 -179.2(4) . . . . ? C51 C52 C53 C54 -1.8(8) . . . . ? C52 C53 C54 C55 2.2(8) . . . . ? C53 C54 C55 C56 0.5(8) . . . . ? C54 C55 C56 C51 -3.7(8) . . . . ? C52 C51 C56 C55 4.1(8) . . . . ? P1 C51 C56 C55 -177.9(4) . . . . ? C27 N22 N23 C28 178.5(4) . . . . ? C61 P2 C21 C22 5.3(5) . . . . ? C41 P2 C21 C22 111.0(4) . . . . ? C61 P2 C21 C26 -176.3(4) . . . . ? C41 P2 C21 C26 -70.5(4) . . . . ? C26 C21 C22 C23 0.4(7) . . . . ? P2 C21 C22 C23 178.9(4) . . . . ? C21 C22 C23 C24 0.4(8) . . . . ? C22 C23 C24 C25 -1.0(7) . . . . ? C23 C24 C25 C26 0.8(7) . . . . ? C24 C25 C26 C21 0.0(7) . . . . ? C24 C25 C26 C27 -176.8(4) . . . . ? C22 C21 C26 C25 -0.6(7) . . . . ? P2 C21 C26 C25 -179.2(4) . . . . ? C22 C21 C26 C27 176.2(4) . . . . ? P2 C21 C26 C27 -2.3(6) . . . . ? N23 N22 C27 C26 178.9(4) . . . . ? C25 C26 C27 N22 -9.3(7) . . . . ? C21 C26 C27 N22 173.9(4) . . . . ? N22 N23 C28 N24 1.9(7) . . . . ? N22 N23 C28 S2 -178.8(3) . . . . ? C21 P2 C41 C46 -11.2(5) . . . . ? C61 P2 C41 C46 94.3(5) . . . . ? C21 P2 C41 C42 168.3(4) . . . . ? C61 P2 C41 C42 -86.2(4) . . . . ? C46 C41 C42 C43 -1.6(7) . . . . ? P2 C41 C42 C43 178.9(4) . . . . ? C41 C42 C43 C44 1.4(7) . . . . ? C42 C43 C44 C45 -0.4(8) . . . . ? C43 C44 C45 C46 -0.3(8) . . . . ? C42 C41 C46 C45 0.9(8) . . . . ? P2 C41 C46 C45 -179.6(4) . . . . ? C44 C45 C46 C41 0.0(8) . . . . ? C21 P2 C61 C62 75.2(5) . . . . ? C41 P2 C61 C62 -31.1(5) . . . . ? C21 P2 C61 C66 -102.2(4) . . . . ? C41 P2 C61 C66 151.5(4) . . . . ? C66 C61 C62 C63 1.0(8) . . . . ? P2 C61 C62 C63 -176.3(4) . . . . ? C61 C62 C63 C64 -0.3(9) . . . . ? C62 C63 C64 C65 0.4(9) . . . . ? C63 C64 C65 C66 -1.3(9) . . . . ? C62 C61 C66 C65 -1.9(8) . . . . ? P2 C61 C66 C65 175.7(4) . . . . ? C64 C65 C66 C61 2.0(9) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N13 H13A S1 0.88 2.57 3.419(4) 162.3 2_666 N14 H14A S2 0.88 2.67 3.282(4) 127.1 1_455 N23 H23A S2 0.88 2.59 3.443(4) 163.2 2_756 N24 H24A S1 0.88 2.70 3.305(4) 126.6 . N14 H14A N12 0.88 2.32 2.671(6) 103.9 . N24 H24A N22 0.88 2.29 2.649(6) 104.2 . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.55 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.691 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.124 #============================================================================== data_07rp07 _database_code_depnum_ccdc_archive 'CCDC 808093' #TrackingRef 'Aupaper5.ccd' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (E)-2-[2-(diphenylphosphino)benzylidene]-N-methylhydrazinethiosemicarbazine ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H20 N3 P S' _chemical_formula_sum 'C21 H20 N3 P S' _chemical_formula_weight 377.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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 Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3820(9) _cell_length_b 13.9983(15) _cell_length_c 18.2378(18) _cell_angle_alpha 72.072(6) _cell_angle_beta 82.970(5) _cell_angle_gamma 78.154(5) _cell_volume 1988.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4502 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 23.62 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.252 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9124 _exptl_absorpt_correction_T_max 0.9900 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 37195 _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_av_sigmaI/netI 0.1128 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 26.54 _reflns_number_total 8169 _reflns_number_gt 4679 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2005)' _computing_cell_refinement 'APEX2 Software (Bruker, 2005)' _computing_data_reduction 'APEX2 Software (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1122P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8169 _refine_ls_number_parameters 469 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1308 _refine_ls_R_factor_gt 0.0734 _refine_ls_wR_factor_ref 0.1935 _refine_ls_wR_factor_gt 0.1704 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.944 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.83820(12) -0.15300(8) 0.26154(6) 0.0295(3) Uani 1 1 d . . . P1 P 0.72082(12) 0.31569(8) 0.15057(6) 0.0216(3) Uani 1 1 d . . . N12 N 0.8286(4) 0.1230(2) 0.12093(18) 0.0237(7) Uani 1 1 d . . . N13 N 0.8677(4) 0.0198(2) 0.15344(18) 0.0233(7) Uani 1 1 d . . . H13A H 0.9468 -0.0167 0.1320 0.028 Uiso 1 1 d R . . N14 N 0.6602(4) 0.0335(3) 0.24496(19) 0.0286(8) Uani 1 1 d . . . H14A H 0.6357 0.0975 0.2170 0.034 Uiso 1 1 d R . . C11 C 0.8079(4) 0.3468(3) 0.0497(2) 0.0226(9) Uani 1 1 d . . . C12 C 0.8083(5) 0.4480(3) 0.0061(2) 0.0242(9) Uani 1 1 d . . . H12 H 0.7562 0.5014 0.0274 0.029 Uiso 1 1 d R . . C13 C 0.8839(5) 0.4721(3) -0.0679(2) 0.0275(10) Uani 1 1 d . . . H13 H 0.8794 0.5416 -0.0972 0.033 Uiso 1 1 d R . . C14 C 0.9650(5) 0.3964(3) -0.0989(2) 0.0270(10) Uani 1 1 d . . . H14 H 1.0180 0.4133 -0.1491 0.032 Uiso 1 1 d R . . C15 C 0.9686(5) 0.2957(3) -0.0568(2) 0.0243(9) Uani 1 1 d . . . H15 H 1.0237 0.2435 -0.0787 0.029 Uiso 1 1 d R . . C16 C 0.8925(4) 0.2686(3) 0.0183(2) 0.0218(9) Uani 1 1 d . . . C17 C 0.9111(5) 0.1592(3) 0.0575(2) 0.0237(9) Uani 1 1 d . . . H17 H 0.9866 0.1132 0.0356 0.028 Uiso 1 1 d R . . C18 C 0.7836(5) -0.0264(3) 0.2195(2) 0.0261(9) Uani 1 1 d . . . C19 C 0.5620(6) -0.0006(3) 0.3168(2) 0.0371(11) Uani 1 1 d . . . H19A H 0.4943 -0.0469 0.3110 0.056 Uiso 1 1 d R . . H19B H 0.4917 0.0585 0.3287 0.056 Uiso 1 1 d R . . H19C H 0.6345 -0.0365 0.3588 0.056 Uiso 1 1 d R . . C31 C 0.5233(5) 0.2834(3) 0.1432(2) 0.0218(8) Uani 1 1 d . . . C32 C 0.4724(5) 0.2712(3) 0.0768(2) 0.0307(10) Uani 1 1 d . . . H32 H 0.5399 0.2833 0.0302 0.037 Uiso 1 1 d R . . C33 C 0.3220(5) 0.2409(4) 0.0791(3) 0.0396(12) Uani 1 1 d . . . H33 H 0.2869 0.2342 0.0337 0.048 Uiso 1 1 d R . . C34 C 0.2251(5) 0.2210(4) 0.1464(3) 0.0368(11) Uani 1 1 d . . . H34 H 0.1245 0.1992 0.1475 0.044 Uiso 1 1 d R . . C35 C 0.2728(5) 0.2327(3) 0.2123(3) 0.0304(10) Uani 1 1 d . . . H35 H 0.2051 0.2191 0.2588 0.037 Uiso 1 1 d R . . C36 C 0.4201(5) 0.2642(3) 0.2111(2) 0.0277(9) Uani 1 1 d . . . H36 H 0.4516 0.2729 0.2566 0.033 Uiso 1 1 d R . . C51 C 0.6503(5) 0.4405(3) 0.1663(2) 0.0224(9) Uani 1 1 d . . . C52 C 0.5152(5) 0.5117(3) 0.1341(2) 0.0257(9) Uani 1 1 d . . . H52 H 0.4569 0.4976 0.0982 0.031 Uiso 1 1 d R . . C53 C 0.4648(5) 0.6007(3) 0.1530(2) 0.0328(10) Uani 1 1 d . . . H53 H 0.3739 0.6483 0.1297 0.039 Uiso 1 1 d R . . C54 C 0.5465(6) 0.6218(3) 0.2061(2) 0.0347(11) Uani 1 1 d . . . H54 H 0.5106 0.6834 0.2198 0.042 Uiso 1 1 d R . . C55 C 0.6802(5) 0.5530(3) 0.2392(2) 0.0313(10) Uani 1 1 d . . . H55 H 0.7361 0.5673 0.2758 0.038 Uiso 1 1 d R . . C56 C 0.7320(5) 0.4643(3) 0.2196(2) 0.0254(9) Uani 1 1 d . . . H56 H 0.8249 0.4179 0.2421 0.031 Uiso 1 1 d R . . S2 S 0.77999(12) 0.08051(8) 0.91952(6) 0.0273(3) Uani 1 1 d . . . P2 P 0.96075(12) 0.28576(8) 0.48739(6) 0.0220(3) Uani 1 1 d . . . N22 N 0.6645(4) 0.1873(2) 0.70388(17) 0.0218(7) Uani 1 1 d . . . N23 N 0.7536(4) 0.1489(2) 0.76882(17) 0.0236(7) Uani 1 1 d . . . H23A H 0.8599 0.1466 0.7645 0.028 Uiso 1 1 d R . . N24 N 0.5172(4) 0.1135(3) 0.84021(18) 0.0271(8) Uani 1 1 d . . . H24A H 0.4719 0.1328 0.7957 0.032 Uiso 1 1 d R . . C21 C 0.7358(4) 0.3118(3) 0.4974(2) 0.0215(8) Uani 1 1 d . . . C22 C 0.6432(5) 0.3671(3) 0.4339(2) 0.0262(9) Uani 1 1 d . . . H22 H 0.6971 0.3974 0.3860 0.031 Uiso 1 1 d R . . C23 C 0.4741(5) 0.3785(3) 0.4398(2) 0.0319(10) Uani 1 1 d . . . H23 H 0.4133 0.4157 0.3960 0.038 Uiso 1 1 d R . . C24 C 0.3945(5) 0.3355(3) 0.5096(2) 0.0306(10) Uani 1 1 d . . . H24 H 0.2792 0.3406 0.5129 0.037 Uiso 1 1 d R . . C25 C 0.4808(4) 0.2850(3) 0.5744(2) 0.0239(9) Uani 1 1 d . . . H25 H 0.4243 0.2584 0.6226 0.029 Uiso 1 1 d R . . C26 C 0.6535(5) 0.2730(3) 0.5693(2) 0.0211(8) Uani 1 1 d . . . C27 C 0.7411(5) 0.2250(3) 0.6402(2) 0.0204(8) Uani 1 1 d . . . H27 H 0.8557 0.2221 0.6385 0.024 Uiso 1 1 d R . . C28 C 0.6757(5) 0.1146(3) 0.8395(2) 0.0224(9) Uani 1 1 d . . . C29 C 0.4155(5) 0.0827(4) 0.9101(2) 0.0336(11) Uani 1 1 d . . . H29A H 0.4369 0.0082 0.9307 0.050 Uiso 1 1 d R . . H29B H 0.3004 0.1063 0.8987 0.050 Uiso 1 1 d R . . H29C H 0.4403 0.1128 0.9484 0.050 Uiso 1 1 d R . . C41 C 1.0044(5) 0.3984(3) 0.4091(2) 0.0211(9) Uani 1 1 d . . . C42 C 1.1145(5) 0.3897(3) 0.3466(2) 0.0232(9) Uani 1 1 d . . . H42 H 1.1580 0.3244 0.3401 0.028 Uiso 1 1 d R . . C43 C 1.1610(5) 0.4768(3) 0.2935(2) 0.0286(10) Uani 1 1 d . . . H43 H 1.2364 0.4704 0.2513 0.034 Uiso 1 1 d R . . C44 C 1.0986(5) 0.5716(3) 0.3021(2) 0.0302(10) Uani 1 1 d . . . H44 H 1.1317 0.6304 0.2661 0.036 Uiso 1 1 d R . . C45 C 0.9871(5) 0.5815(3) 0.3634(2) 0.0293(10) Uani 1 1 d . . . H45 H 0.9423 0.6471 0.3690 0.035 Uiso 1 1 d R . . C46 C 0.9413(5) 0.4948(3) 0.4166(2) 0.0264(9) Uani 1 1 d . . . H46 H 0.8657 0.5017 0.4587 0.032 Uiso 1 1 d R . . C61 C 1.0012(5) 0.1852(3) 0.4380(2) 0.0273(9) Uani 1 1 d . . . C62 C 1.1305(5) 0.1062(3) 0.4616(3) 0.0370(11) Uani 1 1 d . . . H62 H 1.1918 0.1049 0.5026 0.044 Uiso 1 1 d R . . C63 C 1.1717(6) 0.0287(3) 0.4263(3) 0.0416(12) Uani 1 1 d . . . H63 H 1.2618 -0.0248 0.4423 0.050 Uiso 1 1 d R . . C64 C 1.0807(6) 0.0299(4) 0.3679(3) 0.0438(13) Uani 1 1 d . . . H64 H 1.1069 -0.0232 0.3439 0.053 Uiso 1 1 d R . . C65 C 0.9515(6) 0.1083(4) 0.3441(3) 0.0393(11) Uani 1 1 d . . . H65 H 0.8901 0.1093 0.3033 0.047 Uiso 1 1 d R . . C66 C 0.9105(5) 0.1848(3) 0.3785(2) 0.0324(10) Uani 1 1 d . . . H66 H 0.8202 0.2379 0.3620 0.039 Uiso 1 1 d 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 S1 0.0150(5) 0.0344(6) 0.0313(6) 0.0031(5) -0.0062(4) -0.0041(4) P1 0.0130(5) 0.0307(6) 0.0206(5) -0.0034(4) -0.0068(4) -0.0055(4) N12 0.0164(17) 0.0268(19) 0.0243(18) -0.0011(15) -0.0093(14) -0.0011(14) N13 0.0127(17) 0.0275(19) 0.0257(18) -0.0032(15) -0.0019(14) -0.0015(14) N14 0.0223(19) 0.030(2) 0.0291(19) -0.0030(16) -0.0013(15) -0.0043(16) C11 0.0112(19) 0.035(2) 0.022(2) -0.0024(18) -0.0119(16) -0.0064(17) C12 0.017(2) 0.031(2) 0.026(2) -0.0060(18) -0.0111(17) -0.0060(17) C13 0.019(2) 0.036(2) 0.028(2) 0.0002(19) -0.0128(18) -0.0117(19) C14 0.018(2) 0.046(3) 0.016(2) -0.0027(19) -0.0041(16) -0.0136(19) C15 0.013(2) 0.038(2) 0.023(2) -0.0073(19) -0.0079(16) -0.0059(18) C16 0.0118(19) 0.032(2) 0.019(2) 0.0002(17) -0.0091(16) -0.0072(17) C17 0.018(2) 0.031(2) 0.022(2) -0.0064(18) -0.0061(17) -0.0036(18) C18 0.014(2) 0.038(2) 0.028(2) -0.0083(19) -0.0104(17) -0.0040(18) C19 0.034(3) 0.041(3) 0.031(2) -0.004(2) 0.006(2) -0.011(2) C31 0.015(2) 0.025(2) 0.025(2) -0.0063(17) -0.0086(16) -0.0004(16) C32 0.020(2) 0.050(3) 0.023(2) -0.010(2) -0.0038(18) -0.011(2) C33 0.022(2) 0.071(3) 0.039(3) -0.025(3) -0.011(2) -0.017(2) C34 0.012(2) 0.053(3) 0.054(3) -0.023(3) -0.004(2) -0.012(2) C35 0.021(2) 0.039(3) 0.035(2) -0.012(2) -0.0003(18) -0.0111(19) C36 0.022(2) 0.039(2) 0.026(2) -0.0114(19) -0.0035(18) -0.0099(19) C51 0.0129(19) 0.032(2) 0.020(2) -0.0007(17) -0.0035(16) -0.0065(17) C52 0.013(2) 0.035(2) 0.029(2) -0.0061(19) -0.0073(17) -0.0062(18) C53 0.018(2) 0.039(3) 0.032(2) 0.001(2) -0.0030(18) 0.0003(19) C54 0.039(3) 0.033(3) 0.034(3) -0.012(2) 0.006(2) -0.010(2) C55 0.031(3) 0.042(3) 0.024(2) -0.010(2) -0.0015(19) -0.013(2) C56 0.014(2) 0.042(3) 0.020(2) -0.0040(19) -0.0037(16) -0.0118(18) S2 0.0178(5) 0.0437(7) 0.0178(5) -0.0041(5) -0.0059(4) -0.0040(5) P2 0.0109(5) 0.0341(6) 0.0182(5) -0.0018(4) -0.0045(4) -0.0048(4) N22 0.0138(17) 0.0335(19) 0.0158(16) -0.0035(14) -0.0082(13) -0.0004(14) N23 0.0127(16) 0.038(2) 0.0158(17) -0.0014(15) -0.0042(13) -0.0024(15) N24 0.0166(18) 0.041(2) 0.0211(18) -0.0020(16) -0.0044(14) -0.0085(16) C21 0.0111(19) 0.028(2) 0.024(2) -0.0052(17) -0.0045(16) -0.0009(16) C22 0.017(2) 0.038(2) 0.021(2) -0.0029(18) -0.0054(16) -0.0050(18) C23 0.019(2) 0.047(3) 0.027(2) -0.003(2) -0.0119(18) -0.005(2) C24 0.012(2) 0.045(3) 0.032(2) -0.006(2) -0.0061(17) -0.0044(19) C25 0.0097(19) 0.037(2) 0.024(2) -0.0062(18) -0.0031(16) -0.0046(17) C26 0.016(2) 0.024(2) 0.021(2) -0.0054(17) -0.0046(16) -0.0005(17) C27 0.0143(19) 0.025(2) 0.019(2) -0.0021(17) -0.0042(16) -0.0022(16) C28 0.020(2) 0.029(2) 0.018(2) -0.0051(17) -0.0048(16) -0.0036(17) C29 0.019(2) 0.056(3) 0.022(2) -0.003(2) -0.0003(17) -0.011(2) C41 0.0149(19) 0.033(2) 0.0164(19) -0.0029(17) -0.0107(15) -0.0086(17) C42 0.019(2) 0.031(2) 0.020(2) -0.0068(18) -0.0041(16) -0.0043(17) C43 0.017(2) 0.050(3) 0.018(2) -0.0060(19) -0.0028(16) -0.009(2) C44 0.028(2) 0.040(3) 0.022(2) 0.0024(19) -0.0122(18) -0.015(2) C45 0.029(2) 0.033(2) 0.028(2) -0.0070(19) -0.0089(19) -0.007(2) C46 0.023(2) 0.041(3) 0.018(2) -0.0082(19) -0.0048(17) -0.0086(19) C61 0.015(2) 0.031(2) 0.028(2) 0.0000(19) 0.0026(17) -0.0018(18) C62 0.023(2) 0.041(3) 0.034(3) 0.002(2) 0.0039(19) 0.001(2) C63 0.026(3) 0.033(3) 0.053(3) -0.002(2) 0.008(2) 0.002(2) C64 0.045(3) 0.034(3) 0.052(3) -0.017(2) 0.020(3) -0.012(2) C65 0.038(3) 0.041(3) 0.040(3) -0.013(2) -0.001(2) -0.009(2) C66 0.022(2) 0.036(3) 0.038(3) -0.008(2) -0.0015(19) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C18 1.689(4) . ? P1 C51 1.825(4) . ? P1 C31 1.833(4) . ? P1 C11 1.849(4) . ? N12 C17 1.289(5) . ? N12 N13 1.368(4) . ? N13 C18 1.366(5) . ? N13 H13A 0.8800 . ? N14 C18 1.325(5) . ? N14 C19 1.461(5) . ? N14 H14A 0.8800 . ? C11 C12 1.396(5) . ? C11 C16 1.413(6) . ? C12 C13 1.391(5) . ? C12 H12 0.9500 . ? C13 C14 1.373(6) . ? C13 H13 0.9500 . ? C14 C15 1.377(6) . ? C14 H14 0.9500 . ? C15 C16 1.412(5) . ? C15 H15 0.9500 . ? C16 C17 1.461(5) . ? C17 H17 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C31 C32 1.402(5) . ? C31 C36 1.407(5) . ? C32 C33 1.402(6) . ? C32 H32 0.9500 . ? C33 C34 1.371(6) . ? C33 H33 0.9500 . ? C34 C35 1.379(6) . ? C34 H34 0.9500 . ? C35 C36 1.389(5) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C51 C52 1.400(5) . ? C51 C56 1.406(5) . ? C52 C53 1.366(6) . ? C52 H52 0.9500 . ? C53 C54 1.384(6) . ? C53 H53 0.9500 . ? C54 C55 1.383(6) . ? C54 H54 0.9500 . ? C55 C56 1.370(6) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? S2 C28 1.683(4) . ? P2 C41 1.838(4) . ? P2 C21 1.843(4) . ? P2 C61 1.849(4) . ? N22 C27 1.273(5) . ? N22 N23 1.382(4) . ? N23 C28 1.363(5) . ? N23 H23A 0.8800 . ? N24 C28 1.330(5) . ? N24 C29 1.444(5) . ? N24 H24A 0.8800 . ? C21 C22 1.401(5) . ? C21 C26 1.409(5) . ? C22 C23 1.388(5) . ? C22 H22 0.9500 . ? C23 C24 1.384(6) . ? C23 H23 0.9500 . ? C24 C25 1.381(5) . ? C24 H24 0.9500 . ? C25 C26 1.418(5) . ? C25 H25 0.9500 . ? C26 C27 1.468(5) . ? C27 H27 0.9500 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C41 C46 1.386(6) . ? C41 C42 1.396(5) . ? C42 C43 1.397(5) . ? C42 H42 0.9500 . ? C43 C44 1.371(6) . ? C43 H43 0.9500 . ? C44 C45 1.390(6) . ? C44 H44 0.9500 . ? C45 C46 1.392(5) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C61 C62 1.383(6) . ? C61 C66 1.401(6) . ? C62 C63 1.391(6) . ? C62 H62 0.9500 . ? C63 C64 1.379(7) . ? C63 H63 0.9500 . ? C64 C65 1.378(7) . ? C64 H64 0.9500 . ? C65 C66 1.367(6) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? 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 C51 P1 C31 99.44(18) . . ? C51 P1 C11 103.45(18) . . ? C31 P1 C11 103.22(17) . . ? C17 N12 N13 115.2(3) . . ? C18 N13 N12 119.7(3) . . ? C18 N13 H13A 120.0 . . ? N12 N13 H13A 120.2 . . ? C18 N14 C19 123.8(4) . . ? C18 N14 H14A 118.2 . . ? C19 N14 H14A 118.0 . . ? C12 C11 C16 118.5(4) . . ? C12 C11 P1 120.6(3) . . ? C16 C11 P1 120.5(3) . . ? C13 C12 C11 121.2(4) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C14 C13 C12 120.5(4) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 119.6(4) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C14 C15 C16 121.3(4) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C15 C16 C11 118.9(4) . . ? C15 C16 C17 115.6(4) . . ? C11 C16 C17 125.5(3) . . ? N12 C17 C16 122.1(4) . . ? N12 C17 H17 118.9 . . ? C16 C17 H17 119.0 . . ? N14 C18 N13 115.8(4) . . ? N14 C18 S1 124.7(3) . . ? N13 C18 S1 119.5(3) . . ? N14 C19 H19A 109.5 . . ? N14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N14 C19 H19C 109.3 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C32 C31 C36 118.2(4) . . ? C32 C31 P1 124.9(3) . . ? C36 C31 P1 116.8(3) . . ? C31 C32 C33 119.9(4) . . ? C31 C32 H32 120.0 . . ? C33 C32 H32 120.1 . . ? C34 C33 C32 120.7(4) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C35 120.3(4) . . ? C33 C34 H34 119.9 . . ? C35 C34 H34 119.8 . . ? C34 C35 C36 120.0(4) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.8(4) . . ? C35 C36 H36 119.6 . . ? C31 C36 H36 119.6 . . ? C52 C51 C56 117.2(4) . . ? C52 C51 P1 125.6(3) . . ? C56 C51 P1 117.0(3) . . ? C53 C52 C51 121.6(4) . . ? C53 C52 H52 119.2 . . ? C51 C52 H52 119.2 . . ? C52 C53 C54 120.0(4) . . ? C52 C53 H53 120.0 . . ? C54 C53 H53 119.9 . . ? C55 C54 C53 119.8(4) . . ? C55 C54 H54 120.2 . . ? C53 C54 H54 120.0 . . ? C56 C55 C54 120.2(4) . . ? C56 C55 H55 119.9 . . ? C54 C55 H55 119.9 . . ? C55 C56 C51 121.1(4) . . ? C55 C56 H56 119.6 . . ? C51 C56 H56 119.3 . . ? C41 P2 C21 101.80(17) . . ? C41 P2 C61 102.27(18) . . ? C21 P2 C61 102.03(18) . . ? C27 N22 N23 117.0(3) . . ? C28 N23 N22 119.6(3) . . ? C28 N23 H23A 120.3 . . ? N22 N23 H23A 120.1 . . ? C28 N24 C29 123.5(3) . . ? C28 N24 H24A 118.2 . . ? C29 N24 H24A 118.3 . . ? C22 C21 C26 118.7(3) . . ? C22 C21 P2 121.3(3) . . ? C26 C21 P2 120.0(3) . . ? C23 C22 C21 121.2(4) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.4 . . ? C24 C23 C22 119.7(4) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C25 C24 C23 120.7(4) . . ? C25 C24 H24 119.7 . . ? C23 C24 H24 119.6 . . ? C24 C25 C26 120.1(4) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 120.0 . . ? C21 C26 C25 119.3(3) . . ? C21 C26 C27 121.8(3) . . ? C25 C26 C27 118.8(3) . . ? N22 C27 C26 120.4(3) . . ? N22 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? N24 C28 N23 116.4(3) . . ? N24 C28 S2 124.0(3) . . ? N23 C28 S2 119.6(3) . . ? N24 C29 H29A 109.5 . . ? N24 C29 H29B 109.4 . . ? H29A C29 H29B 109.5 . . ? N24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C46 C41 C42 118.7(4) . . ? C46 C41 P2 119.1(3) . . ? C42 C41 P2 121.8(3) . . ? C41 C42 C43 120.2(4) . . ? C41 C42 H42 119.9 . . ? C43 C42 H42 119.9 . . ? C44 C43 C42 120.5(4) . . ? C44 C43 H43 119.7 . . ? C42 C43 H43 119.8 . . ? C43 C44 C45 119.9(4) . . ? C43 C44 H44 120.0 . . ? C45 C44 H44 120.0 . . ? C44 C45 C46 119.7(4) . . ? C44 C45 H45 120.2 . . ? C46 C45 H45 120.1 . . ? C41 C46 C45 121.0(4) . . ? C41 C46 H46 119.5 . . ? C45 C46 H46 119.5 . . ? C62 C61 C66 118.7(4) . . ? C62 C61 P2 117.1(4) . . ? C66 C61 P2 124.2(3) . . ? C61 C62 C63 120.8(5) . . ? C61 C62 H62 119.5 . . ? C63 C62 H62 119.6 . . ? C64 C63 C62 119.4(4) . . ? C64 C63 H63 120.2 . . ? C62 C63 H63 120.4 . . ? C65 C64 C63 120.1(5) . . ? C65 C64 H64 119.9 . . ? C63 C64 H64 120.0 . . ? C66 C65 C64 120.7(5) . . ? C66 C65 H65 119.5 . . ? C64 C65 H65 119.7 . . ? C65 C66 C61 120.2(4) . . ? C65 C66 H66 119.9 . . ? C61 C66 H66 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 C17 N12 N13 C18 -177.9(3) . . . . ? C51 P1 C11 C12 0.5(3) . . . . ? C31 P1 C11 C12 103.8(3) . . . . ? C51 P1 C11 C16 172.9(3) . . . . ? C31 P1 C11 C16 -83.8(3) . . . . ? C16 C11 C12 C13 2.7(5) . . . . ? P1 C11 C12 C13 175.3(3) . . . . ? C11 C12 C13 C14 -2.2(6) . . . . ? C12 C13 C14 C15 1.3(6) . . . . ? C13 C14 C15 C16 -1.0(6) . . . . ? C14 C15 C16 C11 1.5(5) . . . . ? C14 C15 C16 C17 -177.7(3) . . . . ? C12 C11 C16 C15 -2.4(5) . . . . ? P1 C11 C16 C15 -174.9(3) . . . . ? C12 C11 C16 C17 176.8(3) . . . . ? P1 C11 C16 C17 4.3(5) . . . . ? N13 N12 C17 C16 -175.6(3) . . . . ? C15 C16 C17 N12 -169.4(3) . . . . ? C11 C16 C17 N12 11.4(6) . . . . ? C19 N14 C18 N13 -176.4(4) . . . . ? C19 N14 C18 S1 5.0(6) . . . . ? N12 N13 C18 N14 4.1(5) . . . . ? N12 N13 C18 S1 -177.2(3) . . . . ? C51 P1 C31 C32 115.3(4) . . . . ? C11 P1 C31 C32 8.9(4) . . . . ? C51 P1 C31 C36 -68.4(3) . . . . ? C11 P1 C31 C36 -174.8(3) . . . . ? C36 C31 C32 C33 0.3(6) . . . . ? P1 C31 C32 C33 176.5(3) . . . . ? C31 C32 C33 C34 -1.4(7) . . . . ? C32 C33 C34 C35 1.5(7) . . . . ? C33 C34 C35 C36 -0.5(7) . . . . ? C34 C35 C36 C31 -0.7(7) . . . . ? C32 C31 C36 C35 0.8(6) . . . . ? P1 C31 C36 C35 -175.8(3) . . . . ? C31 P1 C51 C52 -34.6(4) . . . . ? C11 P1 C51 C52 71.6(4) . . . . ? C31 P1 C51 C56 140.8(3) . . . . ? C11 P1 C51 C56 -113.1(3) . . . . ? C56 C51 C52 C53 0.3(6) . . . . ? P1 C51 C52 C53 175.7(3) . . . . ? C51 C52 C53 C54 -1.0(6) . . . . ? C52 C53 C54 C55 0.7(6) . . . . ? C53 C54 C55 C56 0.1(6) . . . . ? C54 C55 C56 C51 -0.7(6) . . . . ? C52 C51 C56 C55 0.5(5) . . . . ? P1 C51 C56 C55 -175.3(3) . . . . ? C27 N22 N23 C28 175.1(3) . . . . ? C41 P2 C21 C22 30.7(4) . . . . ? C61 P2 C21 C22 -74.7(4) . . . . ? C41 P2 C21 C26 -151.3(3) . . . . ? C61 P2 C21 C26 103.3(3) . . . . ? C26 C21 C22 C23 -4.2(6) . . . . ? P2 C21 C22 C23 173.8(3) . . . . ? C21 C22 C23 C24 0.7(6) . . . . ? C22 C23 C24 C25 2.7(7) . . . . ? C23 C24 C25 C26 -2.6(6) . . . . ? C22 C21 C26 C25 4.2(6) . . . . ? P2 C21 C26 C25 -173.8(3) . . . . ? C22 C21 C26 C27 -172.6(4) . . . . ? P2 C21 C26 C27 9.4(5) . . . . ? C24 C25 C26 C21 -0.9(6) . . . . ? C24 C25 C26 C27 176.0(4) . . . . ? N23 N22 C27 C26 -176.3(3) . . . . ? C21 C26 C27 N22 -177.4(4) . . . . ? C25 C26 C27 N22 5.8(6) . . . . ? C29 N24 C28 N23 -177.9(4) . . . . ? C29 N24 C28 S2 -0.1(6) . . . . ? N22 N23 C28 N24 5.0(5) . . . . ? N22 N23 C28 S2 -173.0(3) . . . . ? C21 P2 C41 C46 55.0(3) . . . . ? C61 P2 C41 C46 160.3(3) . . . . ? C21 P2 C41 C42 -132.7(3) . . . . ? C61 P2 C41 C42 -27.4(3) . . . . ? C46 C41 C42 C43 0.8(5) . . . . ? P2 C41 C42 C43 -171.6(3) . . . . ? C41 C42 C43 C44 -0.3(6) . . . . ? C42 C43 C44 C45 -0.6(6) . . . . ? C43 C44 C45 C46 1.0(6) . . . . ? C42 C41 C46 C45 -0.5(6) . . . . ? P2 C41 C46 C45 172.1(3) . . . . ? C44 C45 C46 C41 -0.4(6) . . . . ? C41 P2 C61 C62 114.7(3) . . . . ? C21 P2 C61 C62 -140.2(3) . . . . ? C41 P2 C61 C66 -64.8(4) . . . . ? C21 P2 C61 C66 40.2(4) . . . . ? C66 C61 C62 C63 1.0(6) . . . . ? P2 C61 C62 C63 -178.5(3) . . . . ? C61 C62 C63 C64 -1.0(6) . . . . ? C62 C63 C64 C65 0.9(7) . . . . ? C63 C64 C65 C66 -0.8(7) . . . . ? C64 C65 C66 C61 0.8(7) . . . . ? C62 C61 C66 C65 -0.9(6) . . . . ? P2 C61 C66 C65 178.6(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N13 H13A S2 0.88 2.46 3.309(3) 160.9 2_756 N14 H14A N12 0.88 2.23 2.623(5) 106.8 . N23 H23A S1 0.88 2.53 3.408(3) 174.1 2_756 N24 H24A N22 0.88 2.25 2.639(4) 106.8 . N24 H24A S1 0.88 2.85 3.560(3) 139.1 2_656 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.54 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.215 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.114 #============================================================================== data_09rp05 _database_code_depnum_ccdc_archive 'CCDC 808094' #TrackingRef 'Aupaper5.ccd' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H36 Au3 Cl2 N6 P2 S2, 4(C H4 O), Cl' _chemical_formula_sum 'C44 H52 Au3 Cl3 N6 O4 P2 S2' _chemical_formula_weight 1552.23 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' Cl Cl 0.1484 0.1585 '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' O O 0.0106 0.0060 '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_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 21/n' _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 10.769(3) _cell_length_b 10.466(2) _cell_length_c 23.213(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.877(4) _cell_angle_gamma 90.00 _cell_volume 2613.0(10) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 933 _cell_measurement_theta_min 2.622 _cell_measurement_theta_max 26.1095 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.973 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 8.741 _exptl_absorpt_correction_type muti-scan _exptl_absorpt_correction_T_min 0.4738 _exptl_absorpt_correction_T_max 0.6690 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD SMART1000' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 29302 _diffrn_reflns_av_R_equivalents 0.0479 _diffrn_reflns_av_sigmaI/netI 0.0595 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5341 _reflns_number_gt 3870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART Software (Bruker, 1997)' _computing_cell_refinement 'SMART Software (Bruker, 1997)' _computing_data_reduction 'SAINT Software (Bruker, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0340P)^2^+137.4343P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5341 _refine_ls_number_parameters 279 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1597 _refine_ls_wR_factor_gt 0.1401 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.0000 -0.5000 0.5000 0.02348(14) Uani 1 2 d S . . Au2 Au -0.157071(19) 0.39423(2) 0.392322(9) 0.02364(14) Uani 1 1 d . . . Cl1 Cl -0.32177(14) 0.44422(16) 0.44772(7) 0.0319(3) Uani 1 1 d . . . S1 S -0.07126(14) -0.31151(13) 0.45986(6) 0.0230(3) Uani 1 1 d . . . P1 P -0.00112(11) 0.34936(12) 0.33612(5) 0.0132(3) Uani 1 1 d . . . N12 N 0.1123(5) 0.0007(4) 0.4305(2) 0.0239(11) Uani 1 1 d . . . N13 N 0.0199(5) -0.0911(5) 0.4353(2) 0.0230(10) Uani 1 1 d . . . H13A H -0.0581 -0.0729 0.4256 0.028 Uiso 1 1 d R . . N14 N 0.1680(7) -0.2341(7) 0.4680(4) 0.051(2) Uani 1 1 d . . . H14A H 0.2255 -0.1754 0.4643 0.061 Uiso 1 1 d R . . H14B H 0.1889 -0.3107 0.4809 0.061 Uiso 1 1 d R . . C11 C 0.1452(5) 0.3229(5) 0.3766(2) 0.0180(9) Uani 1 1 d . . . C12 C 0.2352(5) 0.4215(5) 0.3775(2) 0.0198(10) Uani 1 1 d . . . H12 H 0.2188 0.4968 0.3572 0.024 Uiso 1 1 d R . . C13 C 0.3470(6) 0.4062(6) 0.4082(2) 0.0213(11) Uani 1 1 d . . . H13 H 0.4046 0.4725 0.4098 0.026 Uiso 1 1 d R . . C14 C 0.3740(6) 0.2930(6) 0.4369(3) 0.0243(12) Uani 1 1 d . . . H14 H 0.4514 0.2815 0.4559 0.029 Uiso 1 1 d R . . C15 C 0.2874(5) 0.1979(5) 0.4369(2) 0.0215(10) Uani 1 1 d . . . H15 H 0.3063 0.1224 0.4566 0.026 Uiso 1 1 d R . . C16 C 0.1712(5) 0.2112(4) 0.4085(2) 0.0172(9) Uani 1 1 d . . . C17 C 0.0776(6) 0.1083(5) 0.4121(2) 0.0216(10) Uani 1 1 d . . . H17 H -0.0053 0.1232 0.4009 0.026 Uiso 1 1 d R . . C18 C 0.0514(6) -0.2077(5) 0.4549(3) 0.0255(13) Uani 1 1 d . . . C21 C 0.0269(5) 0.4811(5) 0.2874(2) 0.0211(10) Uani 1 1 d . . . C22 C 0.0048(7) 0.6024(6) 0.3053(3) 0.0267(13) Uani 1 1 d . . . H22 H -0.0253 0.6169 0.3416 0.032 Uiso 1 1 d R . . C23 C 0.0273(9) 0.7061(6) 0.2683(4) 0.0421(19) Uani 1 1 d . . . H23 H 0.0164 0.7893 0.2812 0.050 Uiso 1 1 d R . . C24 C 0.0648(7) 0.6854(7) 0.2135(3) 0.0339(14) Uani 1 1 d . . . H24 H 0.0754 0.7538 0.1887 0.041 Uiso 1 1 d R . . C25 C 0.0882(7) 0.5621(7) 0.1958(3) 0.0309(14) Uani 1 1 d . . . H25 H 0.1170 0.5481 0.1593 0.037 Uiso 1 1 d R . . C26 C 0.0679(6) 0.4590(6) 0.2322(2) 0.0246(12) Uani 1 1 d . . . H26 H 0.0819 0.3761 0.2197 0.029 Uiso 1 1 d R . . C31 C -0.0242(6) 0.2124(5) 0.2888(2) 0.0200(10) Uani 1 1 d . . . C32 C -0.1428(6) 0.1883(6) 0.2645(3) 0.0279(13) Uani 1 1 d . . . H32 H -0.2095 0.2381 0.2750 0.034 Uiso 1 1 d R . . C33 C -0.1617(8) 0.0912(7) 0.2248(4) 0.042(2) Uani 1 1 d . . . H33 H -0.2413 0.0734 0.2095 0.050 Uiso 1 1 d R . . C34 C -0.0625(8) 0.0203(6) 0.2074(3) 0.0329(15) Uani 1 1 d . . . H34 H -0.0746 -0.0425 0.1793 0.039 Uiso 1 1 d R . . C35 C 0.0550(5) 0.0421(5) 0.2321(2) 0.0235(10) Uani 1 1 d . . . H35 H 0.1211 -0.0093 0.2223 0.028 Uiso 1 1 d R . . C36 C 0.0734(5) 0.1410(5) 0.2716(2) 0.0206(10) Uani 1 1 d . . . H36 H 0.1534 0.1590 0.2863 0.025 Uiso 1 1 d R . . O2 O 0.7146(8) 0.4825(9) 0.1036(4) 0.0575(19) Uiso 1 1 d . . . H2 H 0.7798 0.5066 0.0885 0.086 Uiso 1 1 calc R . . C1 C 0.745(2) 0.415(2) 0.1529(10) 0.076(6) Uiso 1 1 d . . . H1A H 0.7863 0.3351 0.1428 0.114 Uiso 1 1 calc R . . H1B H 0.6695 0.3955 0.1729 0.114 Uiso 1 1 calc R . . H1C H 0.8014 0.4660 0.1781 0.114 Uiso 1 1 calc R . . O3 O 0.097(2) 0.358(2) 0.0701(8) 0.097(7) Uiso 1 1 d . . . H3 H 0.0626 0.3933 0.0409 0.146 Uiso 1 1 calc R . . C2 C 0.0124(15) 0.2564(17) 0.0914(7) 0.077(4) Uiso 1 1 d . . . H2A H 0.0063 0.1864 0.0633 0.115 Uiso 1 1 calc R . . H2B H -0.0704 0.2925 0.0962 0.115 Uiso 1 1 calc R . . H2C H 0.0461 0.2237 0.1285 0.115 Uiso 1 1 calc R . . Cl2 Cl 0.9041(3) 0.5600(3) 0.02887(16) 0.0374(7) Uani 0.50 1 d P . . 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 0.0458(2) 0.0107(2) 0.0142(2) 0.00197(9) 0.00444(15) -0.00812(11) Au2 0.0238(2) 0.0219(2) 0.0253(2) 0.00406(7) 0.00128(12) -0.00035(7) Cl1 0.0251(7) 0.0349(9) 0.0359(8) 0.0027(6) 0.0045(6) 0.0007(6) S1 0.0361(7) 0.0131(6) 0.0197(6) 0.0033(5) 0.0006(5) -0.0053(5) P1 0.0172(6) 0.0072(6) 0.0151(5) 0.0009(4) 0.0010(4) -0.0012(4) N12 0.029(3) 0.016(2) 0.027(3) 0.0037(16) -0.003(2) -0.0030(17) N13 0.024(2) 0.017(2) 0.027(2) 0.0035(18) -0.0004(19) -0.0052(17) N14 0.048(4) 0.040(4) 0.066(5) 0.019(4) 0.003(4) -0.002(3) C11 0.026(2) 0.014(2) 0.014(2) -0.0033(17) 0.0056(17) 0.0012(19) C12 0.025(3) 0.014(2) 0.020(2) -0.0003(19) 0.003(2) -0.003(2) C13 0.023(3) 0.023(3) 0.018(2) 0.000(2) 0.0038(19) -0.003(2) C14 0.020(2) 0.029(3) 0.024(3) 0.002(2) -0.0004(19) 0.000(2) C15 0.023(2) 0.024(3) 0.018(2) 0.0010(18) 0.0024(18) 0.0022(19) C16 0.020(2) 0.014(2) 0.017(2) 0.0019(16) 0.0070(17) 0.0002(16) C17 0.027(3) 0.021(3) 0.016(2) 0.0030(17) 0.0014(19) 0.0002(18) C18 0.032(3) 0.011(2) 0.033(3) 0.0043(19) -0.010(3) -0.009(2) C21 0.024(2) 0.018(2) 0.022(2) 0.0009(19) 0.0042(19) -0.0014(19) C22 0.031(3) 0.022(3) 0.028(3) -0.003(2) 0.010(3) 0.004(2) C23 0.058(5) 0.022(3) 0.047(4) 0.005(3) 0.013(4) 0.006(3) C24 0.042(4) 0.026(3) 0.034(3) 0.008(3) 0.005(3) -0.003(3) C25 0.042(4) 0.029(3) 0.023(3) 0.003(2) 0.004(2) -0.008(3) C26 0.034(3) 0.021(3) 0.019(2) -0.001(2) 0.007(2) -0.003(2) C31 0.028(3) 0.016(2) 0.016(2) -0.0017(17) 0.0012(19) -0.0031(18) C32 0.022(3) 0.027(3) 0.034(3) -0.003(3) -0.006(2) 0.001(2) C33 0.041(4) 0.028(3) 0.056(5) -0.013(3) -0.016(4) -0.010(3) C34 0.050(4) 0.021(3) 0.027(3) -0.002(2) -0.012(3) -0.001(3) C35 0.030(3) 0.019(2) 0.022(2) -0.0001(19) 0.004(2) 0.001(2) C36 0.024(3) 0.017(2) 0.021(2) 0.004(2) 0.0000(19) -0.003(2) Cl2 0.0375(17) 0.0335(17) 0.0403(18) 0.0034(13) -0.0073(13) -0.0051(13) _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 S1 2.2972(15) 3_546 y Au1 S1 2.2972(15) . y Au1 Au2 3.1480(5) 3_556 y Au1 Au2 3.1480(5) 1_545 y Au2 P1 2.2278(13) . y Au2 Cl1 2.3026(16) . y Au2 Au1 3.1480(5) 1_565 y S1 C18 1.718(6) . ? P1 C11 1.816(6) . ? P1 C31 1.816(5) . ? P1 C21 1.818(6) . ? N12 C17 1.255(7) . ? N12 N13 1.391(7) . ? N13 C18 1.340(7) . ? N13 H13A 0.8800 . ? N14 C18 1.307(10) . ? N14 H14A 0.8800 . ? N14 H14B 0.8800 . ? C11 C16 1.404(7) . ? C11 C12 1.415(7) . ? C12 C13 1.378(9) . ? C12 H12 0.9300 . ? C13 C14 1.383(8) . ? C13 H13 0.9300 . ? C14 C15 1.365(8) . ? C14 H14 0.9300 . ? C15 C16 1.392(7) . ? C15 H15 0.9300 . ? C16 C17 1.480(7) . ? C17 H17 0.9300 . ? C21 C22 1.360(8) . ? C21 C26 1.396(8) . ? C22 C23 1.413(9) . ? C22 H22 0.9301 . ? C23 C24 1.371(11) . ? C23 H23 0.9301 . ? C24 C25 1.381(11) . ? C24 H24 0.9301 . ? C25 C26 1.394(8) . ? C25 H25 0.9301 . ? C26 H26 0.9300 . ? C31 C36 1.365(8) . ? C31 C32 1.392(8) . ? C32 C33 1.382(9) . ? C32 H32 0.9300 . ? C33 C34 1.377(12) . ? C33 H33 0.9301 . ? C34 C35 1.382(9) . ? C34 H34 0.9300 . ? C35 C36 1.391(8) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? O2 C1 1.37(2) . ? O2 H2 0.8400 . ? C1 H1A 0.9801 . ? C1 H1B 0.9801 . ? C1 H1C 0.9801 . ? O3 C2 1.50(2) . ? O3 H3 0.8480 . ? C2 H2A 0.9801 . ? C2 H2B 0.9801 . ? C2 H2C 0.9801 . ? 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 S1 Au1 S1 180.00(6) 3_546 . y S1 Au1 Au2 79.90(4) 3_546 3_556 ? S1 Au1 Au2 100.10(4) . 3_556 ? S1 Au1 Au2 100.09(4) 3_546 1_545 ? S1 Au1 Au2 79.91(4) . 1_545 ? Au2 Au1 Au2 180.000(8) 3_556 1_545 y P1 Au2 Cl1 177.99(5) . . y P1 Au2 Au1 98.53(4) . 1_565 ? Cl1 Au2 Au1 82.81(5) . 1_565 ? C18 S1 Au1 109.1(2) . . ? C11 P1 C31 106.4(2) . . ? C11 P1 C21 105.7(2) . . ? C31 P1 C21 104.2(2) . . ? C11 P1 Au2 112.89(15) . . ? C31 P1 Au2 115.88(19) . . ? C21 P1 Au2 110.98(18) . . ? C17 N12 N13 116.5(5) . . ? C18 N13 N12 119.1(5) . . ? C18 N13 H13A 120.4 . . ? N12 N13 H13A 120.5 . . ? C18 N14 H14A 120.1 . . ? C18 N14 H14B 119.9 . . ? H14A N14 H14B 120.0 . . ? C16 C11 C12 118.8(5) . . ? C16 C11 P1 123.0(4) . . ? C12 C11 P1 118.2(4) . . ? C13 C12 C11 120.2(5) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 120.4(5) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C15 C14 C13 119.9(6) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 121.7(5) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C15 C16 C11 118.9(5) . . ? C15 C16 C17 119.9(5) . . ? C11 C16 C17 121.1(5) . . ? N12 C17 C16 118.7(5) . . ? N12 C17 H17 120.6 . . ? C16 C17 H17 120.6 . . ? N14 C18 N13 119.7(6) . . ? N14 C18 S1 125.7(5) . . ? N13 C18 S1 114.6(5) . . ? C22 C21 C26 120.2(5) . . ? C22 C21 P1 118.8(4) . . ? C26 C21 P1 121.0(4) . . ? C21 C22 C23 119.6(6) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C24 C23 C22 120.6(6) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 119.4(6) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C26 120.4(6) . . ? C24 C25 H25 119.5 . . ? C26 C25 H25 120.0 . . ? C25 C26 C21 119.6(6) . . ? C25 C26 H26 120.0 . . ? C21 C26 H26 120.4 . . ? C36 C31 C32 119.1(5) . . ? C36 C31 P1 121.6(4) . . ? C32 C31 P1 118.9(5) . . ? C33 C32 C31 120.3(6) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.9 . . ? C34 C33 C32 120.1(7) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 120.3 . . ? C33 C34 C35 119.8(6) . . ? C33 C34 H34 120.2 . . ? C35 C34 H34 120.0 . . ? C34 C35 C36 119.6(5) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.4 . . ? C31 C36 C35 120.9(5) . . ? C31 C36 H36 119.6 . . ? C35 C36 H36 119.5 . . ? C1 O2 H2 109.4 . . ? O2 C1 H1A 109.4 . . ? O2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O2 C1 H1C 109.6 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C2 O3 H3 110.9 . . ? O3 C2 H2A 108.8 . . ? O3 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? O3 C2 H2C 110.1 . . ? H2A C2 H2C 109.4 . . ? H2B C2 H2C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S1 Au1 S1 C18 -136(100) 3_546 . . . ? Au2 Au1 S1 C18 48.9(3) 3_556 . . . ? Au2 Au1 S1 C18 -131.1(3) 1_545 . . . ? Cl1 Au2 P1 C11 155.6(15) . . . . ? Au1 Au2 P1 C11 23.84(18) 1_565 . . . ? Cl1 Au2 P1 C31 -81.4(15) . . . . ? Au1 Au2 P1 C31 146.88(19) 1_565 . . . ? Cl1 Au2 P1 C21 37.1(16) . . . . ? Au1 Au2 P1 C21 -94.6(2) 1_565 . . . ? C17 N12 N13 C18 -179.7(6) . . . . ? C31 P1 C11 C16 -53.8(4) . . . . ? C21 P1 C11 C16 -164.1(4) . . . . ? Au2 P1 C11 C16 74.4(4) . . . . ? C31 P1 C11 C12 128.2(4) . . . . ? C21 P1 C11 C12 17.9(5) . . . . ? Au2 P1 C11 C12 -103.6(4) . . . . ? C16 C11 C12 C13 1.2(7) . . . . ? P1 C11 C12 C13 179.3(4) . . . . ? C11 C12 C13 C14 2.2(9) . . . . ? C12 C13 C14 C15 -2.9(9) . . . . ? C13 C14 C15 C16 0.2(9) . . . . ? C14 C15 C16 C11 3.2(8) . . . . ? C14 C15 C16 C17 -176.9(5) . . . . ? C12 C11 C16 C15 -3.8(7) . . . . ? P1 C11 C16 C15 178.2(4) . . . . ? C12 C11 C16 C17 176.2(5) . . . . ? P1 C11 C16 C17 -1.7(6) . . . . ? N13 N12 C17 C16 177.4(5) . . . . ? C15 C16 C17 N12 -14.6(8) . . . . ? C11 C16 C17 N12 165.4(5) . . . . ? N12 N13 C18 N14 -1.5(11) . . . . ? N12 N13 C18 S1 179.1(5) . . . . ? Au1 S1 C18 N14 4.5(8) . . . . ? Au1 S1 C18 N13 -176.1(5) . . . . ? C11 P1 C21 C22 -91.0(5) . . . . ? C31 P1 C21 C22 157.1(5) . . . . ? Au2 P1 C21 C22 31.7(6) . . . . ? C11 P1 C21 C26 90.3(5) . . . . ? C31 P1 C21 C26 -21.6(6) . . . . ? Au2 P1 C21 C26 -147.0(5) . . . . ? C26 C21 C22 C23 -2.0(11) . . . . ? P1 C21 C22 C23 179.3(6) . . . . ? C21 C22 C23 C24 3.6(13) . . . . ? C22 C23 C24 C25 -4.1(13) . . . . ? C23 C24 C25 C26 3.2(12) . . . . ? C24 C25 C26 C21 -1.7(11) . . . . ? C22 C21 C26 C25 1.1(10) . . . . ? P1 C21 C26 C25 179.8(5) . . . . ? C11 P1 C31 C36 -24.8(5) . . . . ? C21 P1 C31 C36 86.6(5) . . . . ? Au2 P1 C31 C36 -151.2(4) . . . . ? C11 P1 C31 C32 162.2(5) . . . . ? C21 P1 C31 C32 -86.3(5) . . . . ? Au2 P1 C31 C32 35.8(5) . . . . ? C36 C31 C32 C33 1.6(10) . . . . ? P1 C31 C32 C33 174.8(6) . . . . ? C31 C32 C33 C34 -2.2(13) . . . . ? C32 C33 C34 C35 3.4(12) . . . . ? C33 C34 C35 C36 -4.1(10) . . . . ? C32 C31 C36 C35 -2.4(8) . . . . ? P1 C31 C36 C35 -175.3(4) . . . . ? C34 C35 C36 C31 3.6(8) . . . . ? S1 Au1 Au2 Cl1 -104.32(6) . . 3_556 3_556 y S1 Au1 Au2 Cl1 75.68(6) 3_546 . 3_556 3_556 y S1 Au1 Au2 P1 77.20(5) . . 3_556 3_556 y S1 Au1 Au2 P1 -102.80(5) 3_546 . 3_556 3_556 y loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N13 H13A O2 0.88 1.88 2.749(11) 171.2 2_545 N14 H14A O3 0.88 2.14 2.89(2) 142.9 2_545 N14 H14A Cl2 0.88 2.67 3.379(9) 138.8 4_566 N14 H14B Cl1 0.88 2.55 3.328(8) 147.6 3_556 O2 H2 Cl2 0.84 2.05 2.862(9) 162.2 . O3 H3 Cl2 0.85 1.73 2.45(2) 141.5 3_665 O3 H3 Cl2 0.85 2.44 3.08(3) 132.4 1_455 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.395 _refine_diff_density_min -3.451 _refine_diff_density_rms 0.333 #============================================================================== data_06rp03 _database_code_depnum_ccdc_archive 'CCDC 808095' #TrackingRef 'Aupaper5.ccd' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H20 Au2 Cl2 N3 P S' _chemical_formula_sum 'C21 H20 Au2 Cl2 N3 P S' _chemical_formula_weight 842.26 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' Cl Cl 0.1484 0.1585 '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 Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1233(8) _cell_length_b 10.3094(8) _cell_length_c 13.3409(11) _cell_angle_alpha 100.296(4) _cell_angle_beta 105.008(4) _cell_angle_gamma 96.479(4) _cell_volume 1175.64(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7690 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 36.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 780 _exptl_absorpt_coefficient_mu 12.863 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1641 _exptl_absorpt_correction_T_max 0.5656 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega/phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 48953 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0330 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 34.97 _reflns_number_total 10345 _reflns_number_gt 8699 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2005)' _computing_cell_refinement 'APEX2 Software (Bruker, 2005)' _computing_data_reduction 'APEX2 Software (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2004)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0226P)^2^+1.2610P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10345 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0581 _refine_ls_wR_factor_gt 0.0557 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 0.553596(12) 0.611975(10) 0.172575(8) 0.01243(3) Uani 1 1 d . . . Au2 Au 0.439928(13) 0.087032(10) -0.202033(8) 0.01717(3) Uani 1 1 d . . . Cl1 Cl 0.35957(8) 0.61718(7) 0.02249(5) 0.01705(12) Uani 1 1 d . . . Cl2 Cl 0.64432(9) 0.12428(7) -0.27036(6) 0.02217(14) Uani 1 1 d . . . S1 S 0.23901(9) 0.01138(8) -0.14569(6) 0.02253(15) Uani 1 1 d . . . P1 P 0.74181(8) 0.58186(7) 0.30715(5) 0.01190(12) Uani 1 1 d . . . N12 N 0.4395(3) 0.1949(2) 0.15272(18) 0.0153(4) Uani 1 1 d . . . N13 N 0.4093(3) 0.1614(2) 0.04409(19) 0.0172(5) Uani 1 1 d . . . H13A H 0.4513 0.2052 0.0101 0.021 Uiso 1 1 d R . . N14 N 0.2264(3) -0.0089(2) 0.0462(2) 0.0181(5) Uani 1 1 d . . . H14A H 0.2658 0.0144 0.1056 0.022 Uiso 1 1 d R . . C11 C 0.6785(3) 0.4564(3) 0.3748(2) 0.0121(4) Uani 1 1 d . . . C12 C 0.7133(3) 0.4868(3) 0.4864(2) 0.0152(5) Uani 1 1 d . . . H12 H 0.7627 0.5635 0.5203 0.018 Uiso 1 1 d R . . C13 C 0.6699(3) 0.3929(3) 0.5405(2) 0.0169(5) Uani 1 1 d . . . H13 H 0.6983 0.4127 0.6172 0.020 Uiso 1 1 d R . . C14 C 0.5907(3) 0.2673(3) 0.4845(2) 0.0183(5) Uani 1 1 d . . . H14 H 0.5671 0.2054 0.5181 0.022 Uiso 1 1 d R . . C15 C 0.5494(3) 0.2374(3) 0.3743(2) 0.0170(5) Uani 1 1 d . . . H15 H 0.4990 0.1617 0.3426 0.020 Uiso 1 1 d R . . C16 C 0.5916(3) 0.3306(3) 0.3179(2) 0.0144(5) Uani 1 1 d . . . C17 C 0.5513(3) 0.2920(3) 0.2018(2) 0.0138(5) Uani 1 1 d . . . H17 H 0.6195 0.3480 0.1749 0.017 Uiso 1 1 d R . . C18 C 0.2960(3) 0.0572(3) -0.0088(2) 0.0158(5) Uani 1 1 d . . . C19 C 0.1116(4) -0.1294(3) 0.0016(3) 0.0243(6) Uani 1 1 d . . . H19A H 0.0256 -0.1144 -0.0529 0.037 Uiso 1 1 d R . . H19B H 0.0695 -0.1588 0.0543 0.037 Uiso 1 1 d R . . H19C H 0.1527 -0.1906 -0.0255 0.037 Uiso 1 1 d R . . C21 C 0.8967(3) 0.5226(3) 0.2594(2) 0.0127(5) Uani 1 1 d . . . C22 C 0.9574(4) 0.5947(3) 0.1955(3) 0.0224(6) Uani 1 1 d . . . H22 H 0.9199 0.6691 0.1749 0.027 Uiso 1 1 d R . . C23 C 1.0736(4) 0.5526(4) 0.1559(3) 0.0262(7) Uani 1 1 d . . . H23 H 1.1142 0.6013 0.1153 0.031 Uiso 1 1 d R . . C24 C 1.1284(4) 0.4378(3) 0.1770(3) 0.0223(6) Uani 1 1 d . . . H24 H 1.1989 0.4054 0.1463 0.027 Uiso 1 1 d R . . C25 C 1.0688(4) 0.3654(3) 0.2396(3) 0.0209(6) Uani 1 1 d . . . H25 H 1.1013 0.2921 0.2511 0.025 Uiso 1 1 d R . . C26 C 0.9527(3) 0.4077(3) 0.2813(2) 0.0161(5) Uani 1 1 d . . . H26 H 0.9139 0.3571 0.3238 0.019 Uiso 1 1 d R . . C31 C 0.8289(3) 0.7272(3) 0.4135(2) 0.0136(5) Uani 1 1 d . . . C32 C 0.7338(3) 0.8144(3) 0.4414(2) 0.0163(5) Uani 1 1 d . . . H32 H 0.6276 0.8085 0.4024 0.020 Uiso 1 1 d R . . C33 C 0.7890(4) 0.9159(3) 0.5329(2) 0.0209(6) Uani 1 1 d . . . H33 H 0.7272 0.9792 0.5497 0.025 Uiso 1 1 d R . . C34 C 0.9405(4) 0.9320(3) 0.5939(2) 0.0220(6) Uani 1 1 d . . . H34 H 0.9786 1.0010 0.6566 0.026 Uiso 1 1 d R . . C35 C 1.0374(4) 0.8488(3) 0.5642(2) 0.0210(6) Uani 1 1 d . . . H35 H 1.1283 0.8599 0.6004 0.025 Uiso 1 1 d R . . C36 C 0.9826(3) 0.7452(3) 0.4742(2) 0.0171(5) Uani 1 1 d . . . H36 H 1.0473 0.6869 0.4558 0.021 Uiso 1 1 d 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 0.01426(5) 0.01202(4) 0.01018(5) 0.00247(3) 0.00213(3) 0.00185(3) Au2 0.02460(6) 0.01427(5) 0.01118(5) 0.00089(4) 0.00314(4) 0.00497(4) Cl1 0.0172(3) 0.0217(3) 0.0119(3) 0.0039(2) 0.0025(2) 0.0052(2) Cl2 0.0311(4) 0.0200(3) 0.0164(3) 0.0030(3) 0.0089(3) 0.0047(3) S1 0.0217(4) 0.0261(4) 0.0130(3) -0.0021(3) -0.0001(3) -0.0014(3) P1 0.0136(3) 0.0102(3) 0.0106(3) 0.0017(2) 0.0023(2) 0.0002(2) N12 0.0183(11) 0.0141(10) 0.0105(10) -0.0002(8) 0.0017(8) 0.0000(9) N13 0.0214(12) 0.0169(11) 0.0103(10) 0.0014(9) 0.0026(9) -0.0025(9) N14 0.0172(11) 0.0174(11) 0.0146(11) 0.0012(9) -0.0017(9) -0.0002(9) C11 0.0113(11) 0.0127(10) 0.0117(11) 0.0029(9) 0.0028(9) 0.0010(9) C12 0.0165(12) 0.0156(11) 0.0125(12) 0.0019(10) 0.0040(10) 0.0004(10) C13 0.0184(13) 0.0199(13) 0.0122(12) 0.0039(10) 0.0046(10) 0.0012(10) C14 0.0197(13) 0.0188(12) 0.0160(13) 0.0058(11) 0.0056(11) -0.0027(10) C15 0.0203(13) 0.0126(11) 0.0165(13) 0.0018(10) 0.0051(11) -0.0012(10) C16 0.0158(12) 0.0137(11) 0.0125(11) 0.0016(9) 0.0039(10) 0.0000(9) C17 0.0165(12) 0.0124(10) 0.0111(11) 0.0015(9) 0.0032(10) -0.0001(9) C18 0.0150(12) 0.0155(11) 0.0137(12) -0.0006(10) 0.0002(10) 0.0045(10) C19 0.0205(15) 0.0172(13) 0.0301(17) 0.0017(12) 0.0021(13) -0.0009(11) C21 0.0148(12) 0.0121(10) 0.0095(11) 0.0004(9) 0.0026(9) 0.0003(9) C22 0.0245(15) 0.0222(14) 0.0249(15) 0.0104(12) 0.0112(13) 0.0041(12) C23 0.0271(16) 0.0328(17) 0.0229(15) 0.0089(14) 0.0138(13) 0.0021(14) C24 0.0192(14) 0.0254(15) 0.0201(14) -0.0029(12) 0.0080(12) 0.0019(12) C25 0.0197(14) 0.0167(12) 0.0237(15) -0.0013(11) 0.0049(12) 0.0044(11) C26 0.0170(13) 0.0149(11) 0.0151(12) 0.0015(10) 0.0041(10) 0.0014(10) C31 0.0149(12) 0.0118(11) 0.0123(11) 0.0023(9) 0.0022(9) 0.0000(9) C32 0.0173(13) 0.0166(12) 0.0134(12) 0.0013(10) 0.0033(10) 0.0017(10) C33 0.0257(15) 0.0175(13) 0.0182(14) -0.0003(11) 0.0064(12) 0.0049(11) C34 0.0307(16) 0.0151(12) 0.0146(13) -0.0009(10) 0.0025(12) -0.0025(11) C35 0.0193(14) 0.0166(12) 0.0206(14) 0.0039(11) -0.0033(11) -0.0031(11) C36 0.0170(13) 0.0137(11) 0.0178(13) 0.0031(10) 0.0010(10) 0.0012(10) _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 2.2341(7) . y Au1 Cl1 2.3172(7) . y Au1 Au2 3.0492(3) 2_665 y Au1 Cl1 3.5034(7) 2_665 y Au1 Au1 4.5659(4) 2_665 y Au2 S1 2.2659(8) . y Au2 Cl2 2.3020(8) . y Au2 Au1 3.0492(3) 2_665 y Cl1 Cl1 3.8000(14) 2_665 y S1 C18 1.724(3) . ? P1 C31 1.810(3) . ? P1 C21 1.816(3) . ? P1 C11 1.828(3) . ? N12 C17 1.288(3) . ? N12 N13 1.374(3) . ? N13 C18 1.349(4) . ? N13 H13A 0.8252 . ? N14 C18 1.315(4) . ? N14 C19 1.454(4) . ? N14 H14A 0.7616 . ? C11 C12 1.407(4) . ? C11 C16 1.411(4) . ? C12 C13 1.389(4) . ? C12 H12 0.8476 . ? C13 C14 1.385(4) . ? C13 H13 0.9649 . ? C14 C15 1.387(4) . ? C14 H14 0.8805 . ? C15 C16 1.401(4) . ? C15 H15 0.8365 . ? C16 C17 1.465(4) . ? C17 H17 0.9779 . ? C19 H19A 0.9701 . ? C19 H19B 0.9623 . ? C19 H19C 0.8432 . ? C21 C26 1.390(4) . ? C21 C22 1.401(4) . ? C22 C23 1.379(5) . ? C22 H22 0.9318 . ? C23 C24 1.382(5) . ? C23 H23 0.9188 . ? C24 C25 1.385(4) . ? C24 H24 0.9093 . ? C25 C26 1.394(4) . ? C25 H25 0.8662 . ? C26 H26 0.9415 . ? C31 C32 1.387(4) . ? C31 C36 1.399(4) . ? C32 C33 1.395(4) . ? C32 H32 0.9624 . ? C33 C34 1.384(5) . ? C33 H33 0.9436 . ? C34 C35 1.380(5) . ? C34 H34 0.9527 . ? C35 C36 1.393(4) . ? C35 H35 0.8286 . ? C36 H36 0.9341 . ? 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 173.01(2) . . y P1 Au1 Au2 106.473(18) . 2_665 ? Cl1 Au1 Au2 80.122(18) . 2_665 ? P1 Au1 Cl1 95.06(2) . 2_665 y Cl1 Au1 Cl1 78.62(2) . 2_665 y Au2 Au1 Cl1 130.940(12) 2_665 2_665 ? P1 Au1 Au1 124.849(19) . 2_665 ? Cl1 Au1 Au1 48.783(18) . 2_665 ? Au2 Au1 Au1 114.565(6) 2_665 2_665 ? Cl1 Au1 Au1 29.837(11) 2_665 2_665 ? S1 Au2 Cl2 169.80(3) . . y S1 Au2 Au1 104.87(2) . 2_665 ? Cl2 Au2 Au1 85.172(19) . 2_665 ? Au1 Cl1 Cl1 64.67(2) . 2_665 ? C18 S1 Au2 107.14(10) . . ? C31 P1 C21 106.67(13) . . ? C31 P1 C11 103.82(12) . . ? C21 P1 C11 105.92(12) . . ? C31 P1 Au1 116.13(9) . . ? C21 P1 Au1 110.59(9) . . ? C11 P1 Au1 112.96(9) . . ? C17 N12 N13 116.0(2) . . ? C18 N13 N12 117.1(2) . . ? C18 N13 H13A 119.2 . . ? N12 N13 H13A 123.5 . . ? C18 N14 C19 125.0(3) . . ? C18 N14 H14A 111.2 . . ? C19 N14 H14A 122.5 . . ? C12 C11 C16 118.9(2) . . ? C12 C11 P1 119.4(2) . . ? C16 C11 P1 121.7(2) . . ? C13 C12 C11 120.9(3) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 118.7 . . ? C14 C13 C12 119.9(3) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 120.6 . . ? C13 C14 C15 120.0(3) . . ? C13 C14 H14 120.8 . . ? C15 C14 H14 119.2 . . ? C14 C15 C16 121.1(3) . . ? C14 C15 H15 117.8 . . ? C16 C15 H15 121.1 . . ? C15 C16 C11 119.1(2) . . ? C15 C16 C17 119.0(2) . . ? C11 C16 C17 121.9(2) . . ? N12 C17 C16 118.7(2) . . ? N12 C17 H17 131.0 . . ? C16 C17 H17 110.3 . . ? N14 C18 N13 118.6(3) . . ? N14 C18 S1 119.7(2) . . ? N13 C18 S1 121.7(2) . . ? N14 C19 H19A 111.1 . . ? N14 C19 H19B 112.1 . . ? H19A C19 H19B 106.5 . . ? N14 C19 H19C 108.9 . . ? H19A C19 H19C 109.0 . . ? H19B C19 H19C 109.1 . . ? C26 C21 C22 119.7(3) . . ? C26 C21 P1 122.5(2) . . ? C22 C21 P1 117.8(2) . . ? C23 C22 C21 120.0(3) . . ? C23 C22 H22 116.8 . . ? C21 C22 H22 123.1 . . ? C22 C23 C24 120.4(3) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 120.1 . . ? C23 C24 C25 120.1(3) . . ? C23 C24 H24 120.8 . . ? C25 C24 H24 119.0 . . ? C24 C25 C26 120.2(3) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 119.8 . . ? C21 C26 C25 119.7(3) . . ? C21 C26 H26 121.5 . . ? C25 C26 H26 118.8 . . ? C32 C31 C36 119.9(3) . . ? C32 C31 P1 117.7(2) . . ? C36 C31 P1 122.0(2) . . ? C31 C32 C33 120.1(3) . . ? C31 C32 H32 124.1 . . ? C33 C32 H32 115.8 . . ? C34 C33 C32 119.8(3) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 120.4 . . ? C35 C34 C33 120.4(3) . . ? C35 C34 H34 119.5 . . ? C33 C34 H34 120.1 . . ? C34 C35 C36 120.4(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.8 . . ? C35 C36 C31 119.4(3) . . ? C35 C36 H36 120.2 . . ? C31 C36 H36 120.3 . . ? 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 P1 Au1 Cl1 Cl1 -25.5(2) . . . 2_665 ? Au2 Au1 Cl1 Cl1 135.522(18) 2_665 . . 2_665 ? Au1 Au1 Cl1 Cl1 0.0 2_665 . . 2_665 ? Cl2 Au2 S1 C18 115.74(17) . . . . ? Au1 Au2 S1 C18 -74.48(10) 2_665 . . . ? Cl1 Au1 P1 C31 171.7(2) . . . . ? Au2 Au1 P1 C31 11.24(10) 2_665 . . . ? Cl1 Au1 P1 C31 146.65(10) 2_665 . . . ? Au1 Au1 P1 C31 148.47(10) 2_665 . . . ? Cl1 Au1 P1 C21 50.0(2) . . . . ? Au2 Au1 P1 C21 -110.47(9) 2_665 . . . ? Cl1 Au1 P1 C21 24.94(9) 2_665 . . . ? Au1 Au1 P1 C21 26.77(10) 2_665 . . . ? Cl1 Au1 P1 C11 -68.5(2) . . . . ? Au2 Au1 P1 C11 131.02(9) 2_665 . . . ? Cl1 Au1 P1 C11 -93.57(10) 2_665 . . . ? Au1 Au1 P1 C11 -91.74(10) 2_665 . . . ? C17 N12 N13 C18 177.9(3) . . . . ? C31 P1 C11 C12 -4.0(3) . . . . ? C21 P1 C11 C12 108.2(2) . . . . ? Au1 P1 C11 C12 -130.6(2) . . . . ? C31 P1 C11 C16 174.3(2) . . . . ? C21 P1 C11 C16 -73.5(2) . . . . ? Au1 P1 C11 C16 47.7(2) . . . . ? C16 C11 C12 C13 3.1(4) . . . . ? P1 C11 C12 C13 -178.6(2) . . . . ? C11 C12 C13 C14 -0.2(4) . . . . ? C12 C13 C14 C15 -2.6(4) . . . . ? C13 C14 C15 C16 2.5(5) . . . . ? C14 C15 C16 C11 0.5(4) . . . . ? C14 C15 C16 C17 177.3(3) . . . . ? C12 C11 C16 C15 -3.2(4) . . . . ? P1 C11 C16 C15 178.5(2) . . . . ? C12 C11 C16 C17 -179.9(3) . . . . ? P1 C11 C16 C17 1.8(4) . . . . ? N13 N12 C17 C16 -178.6(2) . . . . ? C15 C16 C17 N12 22.2(4) . . . . ? C11 C16 C17 N12 -161.1(3) . . . . ? C19 N14 C18 N13 -174.7(3) . . . . ? C19 N14 C18 S1 6.5(4) . . . . ? N12 N13 C18 N14 -2.8(4) . . . . ? N12 N13 C18 S1 176.0(2) . . . . ? Au2 S1 C18 N14 -157.3(2) . . . . ? Au2 S1 C18 N13 23.9(3) . . . . ? C31 P1 C21 C26 106.4(2) . . . . ? C11 P1 C21 C26 -3.8(3) . . . . ? Au1 P1 C21 C26 -126.5(2) . . . . ? C31 P1 C21 C22 -75.6(3) . . . . ? C11 P1 C21 C22 174.3(2) . . . . ? Au1 P1 C21 C22 51.6(2) . . . . ? C26 C21 C22 C23 -0.9(5) . . . . ? P1 C21 C22 C23 -179.0(3) . . . . ? C21 C22 C23 C24 1.4(5) . . . . ? C22 C23 C24 C25 -1.1(5) . . . . ? C23 C24 C25 C26 0.3(5) . . . . ? C22 C21 C26 C25 0.0(4) . . . . ? P1 C21 C26 C25 178.1(2) . . . . ? C24 C25 C26 C21 0.2(4) . . . . ? C21 P1 C31 C32 160.7(2) . . . . ? C11 P1 C31 C32 -87.7(2) . . . . ? Au1 P1 C31 C32 36.9(2) . . . . ? C21 P1 C31 C36 -26.3(3) . . . . ? C11 P1 C31 C36 85.3(2) . . . . ? Au1 P1 C31 C36 -150.1(2) . . . . ? C36 C31 C32 C33 -3.2(4) . . . . ? P1 C31 C32 C33 169.9(2) . . . . ? C31 C32 C33 C34 2.1(4) . . . . ? C32 C33 C34 C35 0.5(5) . . . . ? C33 C34 C35 C36 -1.9(5) . . . . ? C34 C35 C36 C31 0.7(4) . . . . ? C32 C31 C36 C35 1.8(4) . . . . ? P1 C31 C36 C35 -171.0(2) . . . . ? Cl1 Au1 Au2 Cl2 81.53(3) . . 2_665 2_665 y Cl1 Au1 Au2 S1 -100.28(3) . . 2_665 2_665 y P1 Au1 Au2 Cl2 -100.84(3) . . 2_665 2_665 y P1 Au1 Au2 S1 77.35(3) . . 2_665 2_665 y loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N13 H13A Cl1 0.83 2.55 3.325(3) 158.0 2_665 N14 H14A N12 0.76 2.18 2.606(3) 115.7 . N14 H14A Cl2 0.76 2.83 3.393(3) 132.9 2_655 C17 H17 Cl1 0.98 2.77 3.547(3) 136.5 2_665 C23 H23 Cl1 0.92 2.83 3.586(3) 140.7 1_655 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 34.97 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 4.123 _refine_diff_density_min -2.774 _refine_diff_density_rms 0.196 #============================================================================== # End of Crystallographic Information File