# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Rosa Pedrido Castineiras' _publ_contact_author_email ROSA.PEDRIDO@USC.ES _publ_section_title ; A Thiosemicarbazone Ligand Functionalized By A Phosphine Group: Desulfurization Evidences and Reactivity toward Coinage Metal ions ; loop_ _publ_author_name 'Rosa Pedrido Castineiras' 'Alfonso Castineiras' # Attachment 'HLPEt.cif' data_08rp03 _database_code_depnum_ccdc_archive 'CCDC 740290' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H22 N3 P S' _chemical_formula_sum 'C22 H22 N3 P S' _chemical_formula_weight 391.46 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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5648(5) _cell_length_b 13.9717(8) _cell_length_c 18.0776(10) _cell_angle_alpha 73.672(4) _cell_angle_beta 84.289(4) _cell_angle_gamma 78.789(3) _cell_volume 2034.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1965 _cell_measurement_theta_min 2.985 _cell_measurement_theta_max 26.085 _exptl_crystal_description plate _exptl_crystal_colour colourles _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 0.249 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8448 _exptl_absorpt_correction_T_max 0.9876 _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 47686 _diffrn_reflns_av_R_equivalents 0.0484 _diffrn_reflns_av_sigmaI/netI 0.0325 _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 1.18 _diffrn_reflns_theta_max 26.02 _reflns_number_total 7997 _reflns_number_gt 6437 _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, 2004)' _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^)+(0.0342P)^2^+1.0262P] 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 7997 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0837 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 S1 S 0.81766(5) -0.13065(3) 0.28659(3) 0.02552(11) Uani 1 1 d . . . P1 P 0.70846(5) 0.33442(3) 0.15594(2) 0.01558(10) Uani 1 1 d . . . N12 N 0.81300(16) 0.13450(10) 0.13674(8) 0.0175(3) Uani 1 1 d . . . N13 N 0.84932(16) 0.03257(10) 0.17412(8) 0.0184(3) Uani 1 1 d . . . H13A H 0.9259 -0.0052 0.1569 0.022 Uiso 1 1 d R . . N14 N 0.64026(17) 0.05517(11) 0.25937(8) 0.0227(3) Uani 1 1 d . . . H14A H 0.6258 0.1154 0.2320 0.027 Uiso 1 1 d R . . C11 C 0.79854(18) 0.35393(12) 0.05724(9) 0.0165(3) Uani 1 1 d . . . C12 C 0.80367(19) 0.45128(13) 0.01000(9) 0.0189(4) Uani 1 1 d . . . H12 H 0.7530 0.5077 0.0272 0.023 Uiso 1 1 d R . . C13 C 0.8827(2) 0.46779(13) -0.06207(10) 0.0219(4) Uani 1 1 d . . . H13 H 0.8848 0.5335 -0.0903 0.026 Uiso 1 1 d R . . C14 C 0.9607(2) 0.38693(14) -0.08876(10) 0.0223(4) Uani 1 1 d . . . H14 H 1.0194 0.3966 -0.1387 0.027 Uiso 1 1 d R . . C15 C 0.95913(19) 0.28928(13) -0.04296(10) 0.0199(4) Uani 1 1 d . . . H15 H 1.0123 0.2315 -0.0610 0.024 Uiso 1 1 d R . . C16 C 0.87924(18) 0.27083(12) 0.02981(9) 0.0166(3) Uani 1 1 d . . . C17 C 0.89270(19) 0.16445(13) 0.07329(9) 0.0175(4) Uani 1 1 d . . . H17 H 0.9729 0.1172 0.0525 0.021 Uiso 1 1 d R . . C18 C 0.76379(19) -0.00711(13) 0.23894(10) 0.0188(4) Uani 1 1 d . . . C19 C 0.5369(2) 0.03148(15) 0.32889(11) 0.0279(4) Uani 1 1 d . . . H19A H 0.4265 0.0594 0.3120 0.034 Uiso 1 1 d R . . H19B H 0.5465 -0.0401 0.3485 0.034 Uiso 1 1 d R . . C20 C 0.5759(2) 0.07566(16) 0.39081(11) 0.0347(5) Uani 1 1 d . . . H20A H 0.5659 0.1513 0.3709 0.052 Uiso 1 1 d R . . H20B H 0.6830 0.0495 0.4063 0.052 Uiso 1 1 d R . . H20C H 0.5006 0.0603 0.4362 0.052 Uiso 1 1 d R . . C31 C 0.63780(19) 0.46336(12) 0.16539(9) 0.0162(3) Uani 1 1 d . . . C32 C 0.5009(2) 0.52680(13) 0.13198(10) 0.0218(4) Uani 1 1 d . . . H32 H 0.4458 0.5060 0.0968 0.026 Uiso 1 1 d R . . C33 C 0.4470(2) 0.61935(13) 0.14778(11) 0.0252(4) Uani 1 1 d . . . H33 H 0.3537 0.6636 0.1225 0.030 Uiso 1 1 d R . . C34 C 0.5280(2) 0.64990(14) 0.19720(11) 0.0273(4) Uani 1 1 d . . . H34 H 0.4882 0.7099 0.2121 0.033 Uiso 1 1 d R . . C35 C 0.6643(2) 0.58880(14) 0.22990(11) 0.0274(4) Uani 1 1 d . . . H35 H 0.7245 0.6077 0.2629 0.033 Uiso 1 1 d R . . C36 C 0.7192(2) 0.49597(13) 0.21400(9) 0.0202(4) Uani 1 1 d . . . H36 H 0.8107 0.4527 0.2387 0.024 Uiso 1 1 d R . . C51 C 0.51697(19) 0.29961(12) 0.14655(9) 0.0167(3) Uani 1 1 d . . . C52 C 0.4700(2) 0.28249(13) 0.08063(10) 0.0224(4) Uani 1 1 d . . . H52 H 0.5392 0.2925 0.0358 0.027 Uiso 1 1 d R . . C53 C 0.3254(2) 0.25156(15) 0.08068(11) 0.0294(4) Uani 1 1 d . . . H53 H 0.2969 0.2409 0.0363 0.035 Uiso 1 1 d R . . C54 C 0.2273(2) 0.23581(15) 0.14655(11) 0.0293(4) Uani 1 1 d . . . H54 H 0.1315 0.2139 0.1469 0.035 Uiso 1 1 d R . . C55 C 0.2710(2) 0.25321(14) 0.21253(11) 0.0265(4) Uani 1 1 d . . . H55 H 0.2044 0.2413 0.2578 0.032 Uiso 1 1 d R . . C56 C 0.4143(2) 0.28506(13) 0.21264(10) 0.0217(4) Uani 1 1 d . . . H56 H 0.4472 0.2984 0.2569 0.026 Uiso 1 1 d R . . S2 S 0.81807(5) 0.07592(3) 0.90248(2) 0.02102(11) Uani 1 1 d . . . P2 P 0.95578(5) 0.30260(3) 0.48021(2) 0.01512(10) Uani 1 1 d . . . N22 N 0.68344(16) 0.17668(10) 0.69027(8) 0.0176(3) Uani 1 1 d . . . N23 N 0.77581(16) 0.14304(10) 0.75362(8) 0.0182(3) Uani 1 1 d . . . H23A H 0.8728 0.1548 0.7508 0.022 Uiso 1 1 d R . . N24 N 0.56732(16) 0.07697(11) 0.82412(8) 0.0210(3) Uani 1 1 d . . . H24A H 0.5257 0.0967 0.7809 0.025 Uiso 1 1 d R . . C21 C 0.73643(19) 0.31917(12) 0.48833(9) 0.0168(3) Uani 1 1 d . . . C22 C 0.6425(2) 0.37314(13) 0.42593(10) 0.0215(4) Uani 1 1 d . . . H22 H 0.6901 0.4080 0.3807 0.026 Uiso 1 1 d R . . C23 C 0.4792(2) 0.37657(14) 0.43072(10) 0.0254(4) Uani 1 1 d . . . H23 H 0.4164 0.4156 0.3862 0.030 Uiso 1 1 d R . . C24 C 0.4064(2) 0.32519(14) 0.49806(10) 0.0253(4) Uani 1 1 d . . . H24 H 0.2940 0.3280 0.5022 0.030 Uiso 1 1 d R . . C25 C 0.4949(2) 0.27464(13) 0.56156(10) 0.0218(4) Uani 1 1 d . . . H25 H 0.4455 0.2434 0.6076 0.026 Uiso 1 1 d R . . C26 C 0.66049(19) 0.27169(12) 0.55793(9) 0.0171(3) Uani 1 1 d . . . C27 C 0.75078(19) 0.22368(12) 0.62770(9) 0.0168(3) Uani 1 1 d . . . H27 H 0.8574 0.2325 0.6264 0.020 Uiso 1 1 d R . . C28 C 0.71183(19) 0.09828(12) 0.82338(9) 0.0163(3) Uani 1 1 d . . . C29 C 0.4731(2) 0.03496(14) 0.89336(10) 0.0239(4) Uani 1 1 d . . . H29A H 0.4285 -0.0213 0.8841 0.029 Uiso 1 1 d R . . H29B H 0.5446 0.0060 0.9341 0.029 Uiso 1 1 d R . . C30 C 0.3414(2) 0.11380(15) 0.91277(11) 0.0332(5) Uani 1 1 d . . . H30A H 0.2743 0.1432 0.8685 0.050 Uiso 1 1 d R . . H30B H 0.3890 0.1655 0.9254 0.050 Uiso 1 1 d R . . H30C H 0.2780 0.0823 0.9581 0.050 Uiso 1 1 d R . . C41 C 0.99092(19) 0.41608(12) 0.40510(9) 0.0157(3) Uani 1 1 d . . . C42 C 1.10458(19) 0.41118(13) 0.34476(9) 0.0192(4) Uani 1 1 d . . . H42 H 1.1544 0.3483 0.3399 0.023 Uiso 1 1 d R . . C43 C 1.1436(2) 0.49843(13) 0.29333(10) 0.0232(4) Uani 1 1 d . . . H43 H 1.2250 0.4910 0.2528 0.028 Uiso 1 1 d R . . C44 C 1.0701(2) 0.59215(14) 0.30181(10) 0.0257(4) Uani 1 1 d . . . H44 H 1.1003 0.6498 0.2673 0.031 Uiso 1 1 d R . . C45 C 0.9584(2) 0.59880(13) 0.36160(10) 0.0251(4) Uani 1 1 d . . . H45 H 0.9061 0.6633 0.3670 0.030 Uiso 1 1 d R . . C46 C 0.9194(2) 0.51157(13) 0.41331(10) 0.0214(4) Uani 1 1 d . . . H46 H 0.8379 0.5178 0.4564 0.026 Uiso 1 1 d R . . C61 C 1.00145(18) 0.20365(12) 0.42890(9) 0.0165(3) Uani 1 1 d . . . C62 C 1.1111(2) 0.11725(13) 0.46070(10) 0.0225(4) Uani 1 1 d . . . H62 H 1.1611 0.1129 0.5073 0.027 Uiso 1 1 d R . . C63 C 1.1479(2) 0.03842(14) 0.42567(11) 0.0276(4) Uani 1 1 d . . . H63 H 1.2250 -0.0215 0.4497 0.033 Uiso 1 1 d R . . C64 C 1.0769(2) 0.04514(14) 0.35872(11) 0.0265(4) Uani 1 1 d . . . H64 H 1.1006 -0.0070 0.3345 0.032 Uiso 1 1 d R . . C65 C 0.9688(2) 0.13101(14) 0.32616(11) 0.0240(4) Uani 1 1 d . . . H65 H 0.9227 0.1373 0.2788 0.029 Uiso 1 1 d R . . C66 C 0.9306(2) 0.20913(13) 0.36106(10) 0.0205(4) Uani 1 1 d . . . H66 H 0.8563 0.2708 0.3370 0.025 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 0.0197(2) 0.0187(2) 0.0306(3) 0.00392(19) 0.00130(19) -0.00224(18) P1 0.0143(2) 0.0158(2) 0.0153(2) -0.00214(17) -0.00132(16) -0.00211(16) N12 0.0168(7) 0.0150(7) 0.0195(7) -0.0022(6) -0.0022(6) -0.0032(6) N13 0.0167(7) 0.0142(7) 0.0212(7) -0.0024(6) 0.0020(6) 0.0001(6) N14 0.0211(8) 0.0170(7) 0.0249(8) 0.0002(6) 0.0056(6) -0.0029(6) C11 0.0115(8) 0.0207(9) 0.0170(8) -0.0027(7) -0.0033(6) -0.0042(7) C12 0.0176(8) 0.0188(9) 0.0202(9) -0.0035(7) -0.0038(7) -0.0036(7) C13 0.0204(9) 0.0219(9) 0.0211(9) 0.0026(7) -0.0049(7) -0.0088(7) C14 0.0183(9) 0.0307(10) 0.0160(8) -0.0012(8) 0.0003(7) -0.0077(7) C15 0.0158(8) 0.0230(9) 0.0205(9) -0.0057(7) -0.0009(7) -0.0025(7) C16 0.0122(8) 0.0199(9) 0.0163(8) -0.0011(7) -0.0024(6) -0.0040(7) C17 0.0146(8) 0.0201(9) 0.0176(8) -0.0057(7) -0.0004(7) -0.0015(7) C18 0.0168(8) 0.0189(9) 0.0201(9) -0.0026(7) -0.0009(7) -0.0056(7) C19 0.0218(9) 0.0280(10) 0.0280(10) -0.0014(8) 0.0095(8) -0.0046(8) C20 0.0286(10) 0.0454(13) 0.0250(10) -0.0042(9) 0.0063(8) -0.0058(9) C31 0.0156(8) 0.0156(8) 0.0159(8) -0.0022(7) 0.0013(6) -0.0033(7) C32 0.0198(9) 0.0215(9) 0.0239(9) -0.0043(7) -0.0041(7) -0.0039(7) C33 0.0192(9) 0.0208(9) 0.0306(10) -0.0014(8) 0.0002(8) -0.0006(7) C34 0.0326(10) 0.0176(9) 0.0308(10) -0.0083(8) 0.0079(8) -0.0041(8) C35 0.0340(11) 0.0262(10) 0.0263(10) -0.0102(8) -0.0026(8) -0.0101(8) C36 0.0197(9) 0.0212(9) 0.0186(9) -0.0023(7) -0.0028(7) -0.0050(7) C51 0.0152(8) 0.0135(8) 0.0197(8) -0.0031(7) -0.0016(7) -0.0003(6) C52 0.0191(9) 0.0285(10) 0.0202(9) -0.0082(8) 0.0014(7) -0.0043(7) C53 0.0243(10) 0.0390(12) 0.0321(11) -0.0187(9) -0.0033(8) -0.0080(8) C54 0.0186(9) 0.0325(11) 0.0415(12) -0.0154(9) 0.0012(8) -0.0086(8) C55 0.0205(9) 0.0300(10) 0.0302(10) -0.0107(8) 0.0088(8) -0.0084(8) C56 0.0202(9) 0.0241(9) 0.0222(9) -0.0089(8) 0.0018(7) -0.0047(7) S2 0.0196(2) 0.0250(2) 0.0166(2) -0.00386(18) -0.00099(17) -0.00226(18) P2 0.0128(2) 0.0165(2) 0.0144(2) -0.00185(17) 0.00001(16) -0.00226(16) N22 0.0167(7) 0.0177(7) 0.0173(7) -0.0047(6) 0.0000(6) -0.0006(6) N23 0.0141(7) 0.0222(8) 0.0163(7) -0.0025(6) 0.0011(6) -0.0035(6) N24 0.0199(7) 0.0281(8) 0.0135(7) -0.0019(6) 0.0006(6) -0.0069(6) C21 0.0152(8) 0.0168(8) 0.0178(8) -0.0050(7) 0.0006(7) -0.0017(7) C22 0.0186(9) 0.0243(9) 0.0182(9) -0.0014(7) 0.0001(7) -0.0022(7) C23 0.0190(9) 0.0294(10) 0.0240(9) -0.0037(8) -0.0060(7) 0.0020(8) C24 0.0127(8) 0.0319(11) 0.0296(10) -0.0071(8) -0.0003(7) -0.0018(7) C25 0.0176(9) 0.0234(9) 0.0226(9) -0.0050(8) 0.0050(7) -0.0044(7) C26 0.0167(8) 0.0163(8) 0.0174(8) -0.0043(7) 0.0002(7) -0.0014(7) C27 0.0140(8) 0.0163(8) 0.0190(8) -0.0044(7) 0.0028(7) -0.0021(6) C28 0.0178(8) 0.0125(8) 0.0171(8) -0.0048(7) 0.0027(7) 0.0005(6) C29 0.0224(9) 0.0286(10) 0.0173(9) 0.0011(8) 0.0018(7) -0.0081(8) C30 0.0331(11) 0.0373(12) 0.0238(10) -0.0033(9) 0.0093(8) -0.0057(9) C41 0.0157(8) 0.0177(9) 0.0140(8) -0.0027(7) -0.0034(6) -0.0048(7) C42 0.0177(8) 0.0200(9) 0.0197(9) -0.0045(7) -0.0012(7) -0.0039(7) C43 0.0219(9) 0.0256(10) 0.0209(9) -0.0019(8) 0.0010(7) -0.0089(7) C44 0.0344(10) 0.0218(10) 0.0204(9) 0.0027(8) -0.0054(8) -0.0143(8) C45 0.0343(10) 0.0170(9) 0.0237(9) -0.0044(7) -0.0068(8) -0.0027(8) C46 0.0231(9) 0.0214(9) 0.0188(9) -0.0046(7) -0.0025(7) -0.0022(7) C61 0.0136(8) 0.0159(8) 0.0182(8) -0.0016(7) 0.0047(6) -0.0057(6) C62 0.0167(9) 0.0223(9) 0.0248(9) -0.0025(8) 0.0005(7) -0.0015(7) C63 0.0218(9) 0.0201(10) 0.0363(11) -0.0053(8) 0.0045(8) 0.0012(7) C64 0.0251(10) 0.0210(10) 0.0369(11) -0.0142(8) 0.0090(8) -0.0078(8) C65 0.0215(9) 0.0263(10) 0.0273(10) -0.0101(8) 0.0022(8) -0.0088(8) C66 0.0170(8) 0.0196(9) 0.0252(9) -0.0058(7) -0.0008(7) -0.0046(7) _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 1.6934(17) . ? P1 C51 1.8349(17) . ? P1 C31 1.8357(17) . ? P1 C11 1.8406(17) . ? N12 C17 1.281(2) . ? N12 N13 1.3821(19) . ? N13 C18 1.356(2) . ? N13 H13A 0.8503 . ? N14 C18 1.326(2) . ? N14 C19 1.460(2) . ? N14 H14A 0.8404 . ? C11 C12 1.394(2) . ? C11 C16 1.419(2) . ? C12 C13 1.388(2) . ? C12 H12 0.9400 . ? C13 C14 1.380(3) . ? C13 H13 0.9196 . ? C14 C15 1.385(2) . ? C14 H14 0.9770 . ? C15 C16 1.402(2) . ? C15 H15 0.9699 . ? C16 C17 1.461(2) . ? C17 H17 0.9802 . ? C19 C20 1.513(3) . ? C19 H19A 0.9933 . ? C19 H19B 0.9524 . ? C20 H20A 1.0053 . ? C20 H20B 0.9574 . ? C20 H20C 0.9927 . ? C31 C36 1.392(2) . ? C31 C32 1.400(2) . ? C32 C33 1.384(2) . ? C32 H32 0.9643 . ? C33 C34 1.384(3) . ? C33 H33 0.9751 . ? C34 C35 1.381(3) . ? C34 H34 0.9429 . ? C35 C36 1.390(2) . ? C35 H35 0.9465 . ? C36 H36 0.9549 . ? C51 C52 1.390(2) . ? C51 C56 1.402(2) . ? C52 C53 1.389(2) . ? C52 H52 0.9494 . ? C53 C54 1.377(3) . ? C53 H53 0.9195 . ? C54 C55 1.382(3) . ? C54 H54 0.9297 . ? C55 C56 1.384(2) . ? C55 H55 0.9436 . ? C56 H56 0.9509 . ? S2 C28 1.6934(17) . ? P2 C41 1.8281(16) . ? P2 C61 1.8341(17) . ? P2 C21 1.8439(16) . ? N22 C27 1.282(2) . ? N22 N23 1.3753(18) . ? N23 C28 1.354(2) . ? N23 H23A 0.8715 . ? N24 C28 1.326(2) . ? N24 C29 1.460(2) . ? N24 H24A 0.8416 . ? C21 C22 1.398(2) . ? C21 C26 1.408(2) . ? C22 C23 1.385(2) . ? C22 H22 0.9261 . ? C23 C24 1.385(3) . ? C23 H23 0.9795 . ? C24 C25 1.379(2) . ? C24 H24 0.9523 . ? C25 C26 1.406(2) . ? C25 H25 0.9276 . ? C26 C27 1.468(2) . ? C27 H27 0.9425 . ? C29 C30 1.505(3) . ? C29 H29A 0.9981 . ? C29 H29B 0.9524 . ? C30 H30A 0.9770 . ? C30 H30B 0.9829 . ? C30 H30C 0.9809 . ? C41 C42 1.395(2) . ? C41 C46 1.397(2) . ? C42 C43 1.386(2) . ? C42 H42 0.9225 . ? C43 C44 1.381(3) . ? C43 H43 0.9727 . ? C44 C45 1.381(3) . ? C44 H44 0.9332 . ? C45 C46 1.388(2) . ? C45 H45 0.9521 . ? C46 H46 1.0035 . ? C61 C62 1.395(2) . ? C61 C66 1.398(2) . ? C62 C63 1.390(3) . ? C62 H62 0.9648 . ? C63 C64 1.380(3) . ? C63 H63 0.9815 . ? C64 C65 1.386(3) . ? C64 H64 0.9319 . ? C65 C66 1.380(2) . ? C65 H65 0.9528 . ? C66 H66 0.9836 . ? 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 99.51(7) . . ? C51 P1 C11 102.76(7) . . ? C31 P1 C11 103.92(7) . . ? C17 N12 N13 115.89(14) . . ? C18 N13 N12 119.94(14) . . ? C18 N13 H13A 119.8 . . ? N12 N13 H13A 120.2 . . ? C18 N14 C19 126.06(15) . . ? C18 N14 H14A 116.7 . . ? C19 N14 H14A 117.0 . . ? C12 C11 C16 117.85(15) . . ? C12 C11 P1 120.79(13) . . ? C16 C11 P1 121.05(12) . . ? C13 C12 C11 121.83(16) . . ? C13 C12 H12 118.6 . . ? C11 C12 H12 119.6 . . ? C14 C13 C12 120.26(16) . . ? C14 C13 H13 121.4 . . ? C12 C13 H13 118.3 . . ? C13 C14 C15 119.36(16) . . ? C13 C14 H14 121.8 . . ? C15 C14 H14 118.8 . . ? C14 C15 C16 121.35(16) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 118.2 . . ? C15 C16 C11 119.36(15) . . ? C15 C16 C17 115.61(15) . . ? C11 C16 C17 124.98(15) . . ? N12 C17 C16 123.04(15) . . ? N12 C17 H17 121.6 . . ? C16 C17 H17 115.3 . . ? N14 C18 N13 116.22(15) . . ? N14 C18 S1 124.79(13) . . ? N13 C18 S1 118.98(13) . . ? N14 C19 C20 112.25(15) . . ? N14 C19 H19A 105.7 . . ? C20 C19 H19A 111.5 . . ? N14 C19 H19B 109.5 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.4 . . ? C19 C20 H20A 110.3 . . ? C19 C20 H20B 111.3 . . ? H20A C20 H20B 107.2 . . ? C19 C20 H20C 109.9 . . ? H20A C20 H20C 108.3 . . ? H20B C20 H20C 109.7 . . ? C36 C31 C32 118.54(15) . . ? C36 C31 P1 117.15(12) . . ? C32 C31 P1 124.10(13) . . ? C33 C32 C31 120.59(16) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 119.2 . . ? C34 C33 C32 120.10(16) . . ? C34 C33 H33 120.5 . . ? C32 C33 H33 119.4 . . ? C35 C34 C33 120.05(17) . . ? C35 C34 H34 118.5 . . ? C33 C34 H34 121.3 . . ? C34 C35 C36 120.06(17) . . ? C34 C35 H35 122.6 . . ? C36 C35 H35 117.3 . . ? C35 C36 C31 120.65(16) . . ? C35 C36 H36 119.7 . . ? C31 C36 H36 119.6 . . ? C52 C51 C56 118.18(15) . . ? C52 C51 P1 125.14(13) . . ? C56 C51 P1 116.62(12) . . ? C53 C52 C51 120.63(16) . . ? C53 C52 H52 121.0 . . ? C51 C52 H52 118.3 . . ? C54 C53 C52 120.41(17) . . ? C54 C53 H53 120.6 . . ? C52 C53 H53 119.0 . . ? C53 C54 C55 119.92(17) . . ? C53 C54 H54 120.4 . . ? C55 C54 H54 119.7 . . ? C54 C55 C56 119.96(17) . . ? C54 C55 H55 119.6 . . ? C56 C55 H55 120.4 . . ? C55 C56 C51 120.89(16) . . ? C55 C56 H56 122.0 . . ? C51 C56 H56 117.1 . . ? C41 P2 C61 102.77(7) . . ? C41 P2 C21 102.47(7) . . ? C61 P2 C21 100.33(7) . . ? C27 N22 N23 115.61(13) . . ? C28 N23 N22 119.87(13) . . ? C28 N23 H23A 118.7 . . ? N22 N23 H23A 121.2 . . ? C28 N24 C29 125.19(14) . . ? C28 N24 H24A 114.6 . . ? C29 N24 H24A 119.8 . . ? C22 C21 C26 118.47(15) . . ? C22 C21 P2 122.00(12) . . ? C26 C21 P2 119.44(12) . . ? C23 C22 C21 121.25(16) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.4 . . ? C22 C23 C24 119.93(16) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 120.7 . . ? C25 C24 C23 120.13(16) . . ? C25 C24 H24 119.2 . . ? C23 C24 H24 120.5 . . ? C24 C25 C26 120.54(16) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 119.1 . . ? C25 C26 C21 119.53(15) . . ? C25 C26 C27 119.64(15) . . ? C21 C26 C27 120.75(14) . . ? N22 C27 C26 120.89(15) . . ? N22 C27 H27 120.7 . . ? C26 C27 H27 118.2 . . ? N24 C28 N23 116.44(14) . . ? N24 C28 S2 124.98(12) . . ? N23 C28 S2 118.57(12) . . ? N24 C29 C30 111.90(15) . . ? N24 C29 H29A 107.7 . . ? C30 C29 H29A 110.6 . . ? N24 C29 H29B 107.3 . . ? C30 C29 H29B 111.7 . . ? H29A C29 H29B 107.4 . . ? C29 C30 H30A 108.6 . . ? C29 C30 H30B 108.8 . . ? H30A C30 H30B 111.3 . . ? C29 C30 H30C 109.6 . . ? H30A C30 H30C 110.0 . . ? H30B C30 H30C 108.4 . . ? C42 C41 C46 118.15(15) . . ? C42 C41 P2 121.62(13) . . ? C46 C41 P2 119.63(12) . . ? C43 C42 C41 121.14(16) . . ? C43 C42 H42 120.3 . . ? C41 C42 H42 118.6 . . ? C44 C43 C42 119.85(17) . . ? C44 C43 H43 122.1 . . ? C42 C43 H43 118.0 . . ? C43 C44 C45 120.01(16) . . ? C43 C44 H44 118.3 . . ? C45 C44 H44 121.7 . . ? C44 C45 C46 120.27(17) . . ? C44 C45 H45 120.1 . . ? C46 C45 H45 119.6 . . ? C45 C46 C41 120.57(16) . . ? C45 C46 H46 119.2 . . ? C41 C46 H46 120.2 . . ? C62 C61 C66 118.53(16) . . ? C62 C61 P2 117.61(13) . . ? C66 C61 P2 123.85(13) . . ? C63 C62 C61 120.43(17) . . ? C63 C62 H62 120.4 . . ? C61 C62 H62 119.2 . . ? C64 C63 C62 120.25(17) . . ? C64 C63 H63 121.3 . . ? C62 C63 H63 118.5 . . ? C63 C64 C65 119.86(17) . . ? C63 C64 H64 121.2 . . ? C65 C64 H64 118.9 . . ? C66 C65 C64 120.18(17) . . ? C66 C65 H65 119.6 . . ? C64 C65 H65 120.2 . . ? C65 C66 C61 120.74(16) . . ? C65 C66 H66 119.9 . . ? C61 C66 H66 119.3 . . ? 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 C17 N12 N13 C18 -175.64(15) . . . . ? C51 P1 C11 C12 104.78(13) . . . . ? C31 P1 C11 C12 1.44(15) . . . . ? C51 P1 C11 C16 -81.84(13) . . . . ? C31 P1 C11 C16 174.82(12) . . . . ? C16 C11 C12 C13 0.8(2) . . . . ? P1 C11 C12 C13 174.44(12) . . . . ? C11 C12 C13 C14 -0.7(2) . . . . ? C12 C13 C14 C15 0.1(2) . . . . ? C13 C14 C15 C16 0.3(2) . . . . ? C14 C15 C16 C11 -0.1(2) . . . . ? C14 C15 C16 C17 -177.58(15) . . . . ? C12 C11 C16 C15 -0.4(2) . . . . ? P1 C11 C16 C15 -174.02(12) . . . . ? C12 C11 C16 C17 176.75(15) . . . . ? P1 C11 C16 C17 3.2(2) . . . . ? N13 N12 C17 C16 -174.65(14) . . . . ? C15 C16 C17 N12 -172.25(15) . . . . ? C11 C16 C17 N12 10.5(3) . . . . ? C19 N14 C18 N13 -176.22(16) . . . . ? C19 N14 C18 S1 5.1(3) . . . . ? N12 N13 C18 N14 4.8(2) . . . . ? N12 N13 C18 S1 -176.39(11) . . . . ? C18 N14 C19 C20 102.0(2) . . . . ? C51 P1 C31 C36 144.74(13) . . . . ? C11 P1 C31 C36 -109.46(13) . . . . ? C51 P1 C31 C32 -29.89(16) . . . . ? C11 P1 C31 C32 75.91(15) . . . . ? C36 C31 C32 C33 -0.8(2) . . . . ? P1 C31 C32 C33 173.81(13) . . . . ? C31 C32 C33 C34 -0.2(3) . . . . ? C32 C33 C34 C35 1.0(3) . . . . ? C33 C34 C35 C36 -0.8(3) . . . . ? C34 C35 C36 C31 -0.2(3) . . . . ? C32 C31 C36 C35 1.0(2) . . . . ? P1 C31 C36 C35 -173.97(13) . . . . ? C31 P1 C51 C52 113.22(15) . . . . ? C11 P1 C51 C52 6.48(16) . . . . ? C31 P1 C51 C56 -69.76(14) . . . . ? C11 P1 C51 C56 -176.50(13) . . . . ? C56 C51 C52 C53 -0.2(3) . . . . ? P1 C51 C52 C53 176.80(14) . . . . ? C51 C52 C53 C54 -1.0(3) . . . . ? C52 C53 C54 C55 1.6(3) . . . . ? C53 C54 C55 C56 -0.9(3) . . . . ? C54 C55 C56 C51 -0.3(3) . . . . ? C52 C51 C56 C55 0.8(3) . . . . ? P1 C51 C56 C55 -176.39(14) . . . . ? C27 N22 N23 C28 175.81(15) . . . . ? C41 P2 C21 C22 28.62(16) . . . . ? C61 P2 C21 C22 -77.08(15) . . . . ? C41 P2 C21 C26 -154.95(13) . . . . ? C61 P2 C21 C26 99.36(14) . . . . ? C26 C21 C22 C23 -2.9(3) . . . . ? P2 C21 C22 C23 173.62(14) . . . . ? C21 C22 C23 C24 -0.5(3) . . . . ? C22 C23 C24 C25 3.1(3) . . . . ? C23 C24 C25 C26 -2.2(3) . . . . ? C24 C25 C26 C21 -1.2(3) . . . . ? C24 C25 C26 C27 175.67(16) . . . . ? C22 C21 C26 C25 3.7(2) . . . . ? P2 C21 C26 C25 -172.86(13) . . . . ? C22 C21 C26 C27 -173.18(15) . . . . ? P2 C21 C26 C27 10.3(2) . . . . ? N23 N22 C27 C26 -174.16(14) . . . . ? C25 C26 C27 N22 6.1(2) . . . . ? C21 C26 C27 N22 -177.01(16) . . . . ? C29 N24 C28 N23 -175.82(15) . . . . ? C29 N24 C28 S2 2.9(2) . . . . ? N22 N23 C28 N24 9.1(2) . . . . ? N22 N23 C28 S2 -169.72(11) . . . . ? C28 N24 C29 C30 104.31(19) . . . . ? C61 P2 C41 C42 -30.74(15) . . . . ? C21 P2 C41 C42 -134.54(14) . . . . ? C61 P2 C41 C46 158.32(13) . . . . ? C21 P2 C41 C46 54.53(14) . . . . ? C46 C41 C42 C43 -1.3(2) . . . . ? P2 C41 C42 C43 -172.31(13) . . . . ? C41 C42 C43 C44 0.4(3) . . . . ? C42 C43 C44 C45 0.2(3) . . . . ? C43 C44 C45 C46 0.0(3) . . . . ? C44 C45 C46 C41 -0.8(3) . . . . ? C42 C41 C46 C45 1.4(2) . . . . ? P2 C41 C46 C45 172.68(13) . . . . ? C41 P2 C61 C62 126.94(13) . . . . ? C21 P2 C61 C62 -127.61(13) . . . . ? C41 P2 C61 C66 -54.37(15) . . . . ? C21 P2 C61 C66 51.07(15) . . . . ? C66 C61 C62 C63 -0.4(2) . . . . ? P2 C61 C62 C63 178.40(13) . . . . ? C61 C62 C63 C64 0.4(3) . . . . ? C62 C63 C64 C65 0.2(3) . . . . ? C63 C64 C65 C66 -0.8(3) . . . . ? C64 C65 C66 C61 0.9(3) . . . . ? C62 C61 C66 C65 -0.3(2) . . . . ? P2 C61 C66 C65 -178.94(13) . . . . ? 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 0.85 2.49 3.3237(14) 165.2 2_756 N14 H14A N12 0.84 2.23 2.6333(19) 109.8 . N14 H14A P1 0.84 3.17 3.9529(15) 156.5 . N23 H23A S1 0.87 2.65 3.4662(14) 156.4 2_756 N24 H24A N22 0.84 2.21 2.6361(19) 111.5 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.321 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.049 # Attachment 'HLPSEt.cif' data_07rp03 _database_code_depnum_ccdc_archive 'CCDC 740291' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H22 N3 P S2' _chemical_formula_sum 'C22 H22 N3 P S2' _chemical_formula_weight 423.52 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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.360(2) _cell_length_b 9.579(2) _cell_length_c 12.554(3) _cell_angle_alpha 100.290(16) _cell_angle_beta 94.069(17) _cell_angle_gamma 105.983(16) _cell_volume 1056.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2044 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 23.85 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.341 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9667 _exptl_absorpt_correction_T_max 0.9932 _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 14507 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 24.78 _reflns_number_total 3605 _reflns_number_gt 2414 _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 (Sek, 2004)' _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^)+(0.1004P)^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 3605 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0897 _refine_ls_R_factor_gt 0.0578 _refine_ls_wR_factor_ref 0.1614 _refine_ls_wR_factor_gt 0.1464 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _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 0.50370(12) 0.57761(11) 0.67801(8) 0.0305(3) Uani 1 1 d . . . S2 S 0.49845(13) 0.01151(12) 0.18927(8) 0.0373(3) Uani 1 1 d . . . P1 P 0.70786(11) 0.03147(11) 0.23699(8) 0.0241(3) Uani 1 1 d . . . N12 N 0.6413(3) 0.2363(3) 0.5669(2) 0.0233(7) Uani 1 1 d . . . N13 N 0.5906(3) 0.3584(3) 0.5728(2) 0.0239(7) Uani 1 1 d . . . H13A H 0.5694 0.3769 0.5134 0.029 Uiso 1 1 d R . . N14 N 0.5860(3) 0.3650(3) 0.7542(2) 0.0259(7) Uani 1 1 d . . . H14A H 0.6065 0.2906 0.7401 0.031 Uiso 1 1 d R . . C11 C 0.7325(4) -0.0361(4) 0.3610(3) 0.0221(8) Uani 1 1 d . . . C12 C 0.7724(4) -0.1688(4) 0.3561(3) 0.0267(9) Uani 1 1 d . . . H12 H 0.7850 -0.2178 0.2862 0.032 Uiso 1 1 d R . . C13 C 0.7849(4) -0.2259(4) 0.4482(3) 0.0316(10) Uani 1 1 d . . . H13 H 0.8035 -0.3077 0.4403 0.038 Uiso 1 1 d R . . C14 C 0.7584(4) -0.1547(4) 0.5468(3) 0.0298(9) Uani 1 1 d . . . H14 H 0.7597 -0.1957 0.6096 0.036 Uiso 1 1 d R . . C15 C 0.7187(4) -0.0255(4) 0.5543(3) 0.0261(9) Uani 1 1 d . . . H15 H 0.6936 0.0294 0.6238 0.031 Uiso 1 1 d R . . C16 C 0.7039(4) 0.0351(4) 0.4617(3) 0.0238(8) Uani 1 1 d . . . C17 C 0.6525(4) 0.1687(4) 0.4720(3) 0.0234(8) Uani 1 1 d . . . H17 H 0.6330 0.2053 0.4057 0.028 Uiso 1 1 d R . . C18 C 0.5618(4) 0.4256(4) 0.6699(3) 0.0246(8) Uani 1 1 d . . . C19 C 0.5587(5) 0.4156(4) 0.8651(3) 0.0307(9) Uani 1 1 d . . . H19A H 0.5468 0.5054 0.8724 0.037 Uiso 1 1 d R . . H19B H 0.4570 0.3606 0.8756 0.037 Uiso 1 1 d R . . C20 C 0.6750(5) 0.3981(5) 0.9470(3) 0.0394(11) Uani 1 1 d . . . H20A H 0.6508 0.4273 1.0216 0.059 Uiso 1 1 d R . . H20B H 0.6704 0.2962 0.9382 0.059 Uiso 1 1 d R . . H20C H 0.7757 0.4568 0.9344 0.059 Uiso 1 1 d R . . C21 C 0.7961(5) -0.0647(4) 0.1352(3) 0.0318(10) Uani 1 1 d . . . C22 C 0.7184(5) -0.1258(4) 0.0310(3) 0.0386(11) Uani 1 1 d . . . H22 H 0.6261 -0.1220 0.0165 0.046 Uiso 1 1 d R . . C23 C 0.7819(7) -0.1967(5) -0.0499(4) 0.0523(14) Uani 1 1 d . . . H23 H 0.7153 -0.2363 -0.1242 0.063 Uiso 1 1 d R . . C24 C 0.9221(7) -0.2079(5) -0.0270(5) 0.0613(16) Uani 1 1 d . . . H24 H 0.9589 -0.2571 -0.0792 0.074 Uiso 1 1 d R . . C25 C 1.0034(6) -0.1477(5) 0.0755(5) 0.0541(14) Uani 1 1 d . . . H25 H 1.0932 -0.1507 0.0987 0.065 Uiso 1 1 d R . . C26 C 0.9399(5) -0.0729(5) 0.1575(4) 0.0419(11) Uani 1 1 d . . . H26 H 0.9907 -0.0312 0.2250 0.050 Uiso 1 1 d R . . C31 C 0.8261(4) 0.2226(4) 0.2645(3) 0.0236(8) Uani 1 1 d . . . C32 C 0.7929(4) 0.3188(4) 0.2029(3) 0.0276(9) Uani 1 1 d . . . H32 H 0.7184 0.2873 0.1496 0.033 Uiso 1 1 d R . . C33 C 0.8864(5) 0.4633(4) 0.2195(3) 0.0324(10) Uani 1 1 d . . . H33 H 0.8636 0.5265 0.1840 0.039 Uiso 1 1 d R . . C34 C 1.0095(5) 0.5120(5) 0.2957(3) 0.0341(10) Uani 1 1 d . . . H34 H 1.0891 0.6121 0.3063 0.041 Uiso 1 1 d R . . C35 C 1.0430(5) 0.4157(5) 0.3576(4) 0.0396(11) Uani 1 1 d . . . H35 H 1.1214 0.4539 0.4140 0.048 Uiso 1 1 d R . . C36 C 0.9522(4) 0.2739(5) 0.3422(3) 0.0344(10) Uani 1 1 d . . . H36 H 0.9688 0.2111 0.3810 0.041 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 0.0446(6) 0.0231(5) 0.0282(5) 0.0042(4) 0.0045(4) 0.0179(5) S2 0.0426(7) 0.0318(6) 0.0368(6) 0.0070(5) 0.0026(5) 0.0103(5) P1 0.0301(6) 0.0196(5) 0.0242(5) 0.0030(4) 0.0060(4) 0.0105(4) N12 0.0226(17) 0.0235(17) 0.0251(16) 0.0022(13) 0.0023(13) 0.0106(14) N13 0.0289(18) 0.0250(17) 0.0226(16) 0.0049(13) 0.0042(13) 0.0153(15) N14 0.0337(19) 0.0216(17) 0.0256(16) 0.0024(13) 0.0051(14) 0.0144(15) C11 0.021(2) 0.0186(19) 0.0271(19) 0.0045(15) 0.0011(15) 0.0076(16) C12 0.026(2) 0.023(2) 0.030(2) 0.0028(17) 0.0038(17) 0.0086(17) C13 0.031(2) 0.017(2) 0.044(2) 0.0032(18) -0.0037(19) 0.0067(17) C14 0.025(2) 0.026(2) 0.040(2) 0.0130(18) -0.0007(18) 0.0070(18) C15 0.026(2) 0.025(2) 0.029(2) 0.0052(16) 0.0022(16) 0.0104(17) C16 0.019(2) 0.023(2) 0.028(2) 0.0036(16) -0.0006(16) 0.0050(16) C17 0.024(2) 0.024(2) 0.0237(19) 0.0034(16) 0.0026(16) 0.0112(17) C18 0.024(2) 0.021(2) 0.027(2) 0.0019(16) 0.0029(16) 0.0054(16) C19 0.046(3) 0.023(2) 0.028(2) 0.0041(16) 0.0114(18) 0.0173(19) C20 0.060(3) 0.033(2) 0.028(2) 0.0031(18) 0.002(2) 0.022(2) C21 0.043(3) 0.021(2) 0.036(2) 0.0071(17) 0.0160(19) 0.0142(19) C22 0.052(3) 0.025(2) 0.034(2) 0.0026(18) 0.017(2) 0.003(2) C23 0.078(4) 0.025(2) 0.047(3) -0.001(2) 0.031(3) 0.004(3) C24 0.094(5) 0.024(3) 0.067(4) 0.003(2) 0.047(3) 0.016(3) C25 0.055(3) 0.035(3) 0.087(4) 0.024(3) 0.037(3) 0.022(2) C26 0.052(3) 0.029(2) 0.053(3) 0.011(2) 0.026(2) 0.020(2) C31 0.027(2) 0.021(2) 0.0253(19) 0.0033(16) 0.0081(16) 0.0120(17) C32 0.034(2) 0.023(2) 0.0257(19) 0.0033(16) 0.0023(17) 0.0105(18) C33 0.041(3) 0.023(2) 0.038(2) 0.0089(18) 0.0061(19) 0.0147(19) C34 0.034(2) 0.025(2) 0.042(2) 0.0052(19) 0.008(2) 0.0083(19) C35 0.027(2) 0.040(3) 0.049(3) 0.018(2) -0.006(2) 0.004(2) C36 0.028(2) 0.029(2) 0.049(3) 0.016(2) 0.0007(19) 0.0089(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C18 1.678(4) . ? S2 P1 1.9553(16) . ? P1 C11 1.813(4) . ? P1 C31 1.816(4) . ? P1 C21 1.820(4) . ? N12 C17 1.276(4) . ? N12 N13 1.370(4) . ? N13 C18 1.355(5) . ? N13 H13A 0.8200 . ? N14 C18 1.329(5) . ? N14 C19 1.455(5) . ? N14 H14A 0.7816 . ? C11 C16 1.406(5) . ? C11 C12 1.413(5) . ? C12 C13 1.376(5) . ? C12 H12 0.9490 . ? C13 C14 1.376(6) . ? C13 H13 0.8393 . ? C14 C15 1.377(5) . ? C14 H14 0.9414 . ? C15 C16 1.403(5) . ? C15 H15 1.0133 . ? C16 C17 1.475(5) . ? C17 H17 0.9830 . ? C19 C20 1.507(6) . ? C19 H19A 0.8875 . ? C19 H19B 0.9836 . ? C20 H20A 0.9892 . ? C20 H20B 0.9511 . ? C20 H20C 0.9947 . ? C21 C26 1.381(6) . ? C21 C22 1.393(6) . ? C22 C23 1.381(6) . ? C22 H22 0.8816 . ? C23 C24 1.361(8) . ? C23 H23 1.0311 . ? C24 C25 1.386(8) . ? C24 H24 0.8841 . ? C25 C26 1.410(6) . ? C25 H25 0.8797 . ? C26 H26 0.9060 . ? C31 C32 1.386(5) . ? C31 C36 1.389(5) . ? C32 C33 1.389(5) . ? C32 H32 0.8778 . ? C33 C34 1.360(6) . ? C33 H33 0.8739 . ? C34 C35 1.391(6) . ? C34 H34 1.0197 . ? C35 C36 1.361(6) . ? C35 H35 0.9269 . ? C36 H36 0.8766 . ? 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 C11 P1 C31 105.98(16) . . ? C11 P1 C21 106.92(18) . . ? C31 P1 C21 103.91(18) . . ? C11 P1 S2 113.06(13) . . ? C31 P1 S2 112.81(13) . . ? C21 P1 S2 113.43(15) . . ? C17 N12 N13 117.1(3) . . ? C18 N13 N12 119.8(3) . . ? C18 N13 H13A 125.3 . . ? N12 N13 H13A 114.3 . . ? C18 N14 C19 125.2(3) . . ? C18 N14 H14A 115.6 . . ? C19 N14 H14A 118.7 . . ? C16 C11 C12 118.5(3) . . ? C16 C11 P1 121.7(3) . . ? C12 C11 P1 119.6(3) . . ? C13 C12 C11 120.7(4) . . ? C13 C12 H12 122.5 . . ? C11 C12 H12 116.8 . . ? C14 C13 C12 120.5(4) . . ? C14 C13 H13 122.4 . . ? C12 C13 H13 117.0 . . ? C13 C14 C15 120.3(4) . . ? C13 C14 H14 121.7 . . ? C15 C14 H14 117.9 . . ? C14 C15 C16 120.7(4) . . ? C14 C15 H15 123.9 . . ? C16 C15 H15 115.4 . . ? C15 C16 C11 119.3(3) . . ? C15 C16 C17 118.9(3) . . ? C11 C16 C17 121.7(3) . . ? N12 C17 C16 118.9(3) . . ? N12 C17 H17 122.3 . . ? C16 C17 H17 118.7 . . ? N14 C18 N13 115.6(3) . . ? N14 C18 S1 124.5(3) . . ? N13 C18 S1 119.9(3) . . ? N14 C19 C20 110.8(3) . . ? N14 C19 H19A 109.8 . . ? C20 C19 H19A 116.2 . . ? N14 C19 H19B 109.5 . . ? C20 C19 H19B 111.4 . . ? H19A C19 H19B 98.5 . . ? C19 C20 H20A 109.4 . . ? C19 C20 H20B 109.6 . . ? H20A C20 H20B 105.7 . . ? C19 C20 H20C 108.7 . . ? H20A C20 H20C 113.5 . . ? H20B C20 H20C 109.9 . . ? C26 C21 C22 119.5(4) . . ? C26 C21 P1 121.6(3) . . ? C22 C21 P1 118.8(3) . . ? C23 C22 C21 121.0(5) . . ? C23 C22 H22 119.0 . . ? C21 C22 H22 119.9 . . ? C24 C23 C22 119.4(5) . . ? C24 C23 H23 126.1 . . ? C22 C23 H23 114.5 . . ? C23 C24 C25 121.3(5) . . ? C23 C24 H24 117.8 . . ? C25 C24 H24 120.8 . . ? C24 C25 C26 119.4(5) . . ? C24 C25 H25 128.3 . . ? C26 C25 H25 112.4 . . ? C21 C26 C25 119.3(5) . . ? C21 C26 H26 119.2 . . ? C25 C26 H26 121.4 . . ? C32 C31 C36 118.9(4) . . ? C32 C31 P1 118.9(3) . . ? C36 C31 P1 122.2(3) . . ? C31 C32 C33 119.6(4) . . ? C31 C32 H32 120.8 . . ? C33 C32 H32 119.4 . . ? C34 C33 C32 120.9(4) . . ? C34 C33 H33 118.6 . . ? C32 C33 H33 120.3 . . ? C33 C34 C35 119.6(4) . . ? C33 C34 H34 125.1 . . ? C35 C34 H34 114.8 . . ? C36 C35 C34 120.0(4) . . ? C36 C35 H35 121.6 . . ? C34 C35 H35 118.1 . . ? C35 C36 C31 121.0(4) . . ? C35 C36 H36 122.2 . . ? C31 C36 H36 116.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 N12 N13 C18 173.3(3) . . . . ? C31 P1 C11 C16 57.0(3) . . . . ? C21 P1 C11 C16 167.4(3) . . . . ? S2 P1 C11 C16 -67.1(3) . . . . ? C31 P1 C11 C12 -127.1(3) . . . . ? C21 P1 C11 C12 -16.7(4) . . . . ? S2 P1 C11 C12 108.9(3) . . . . ? C16 C11 C12 C13 -0.9(5) . . . . ? P1 C11 C12 C13 -177.0(3) . . . . ? C11 C12 C13 C14 0.2(6) . . . . ? C12 C13 C14 C15 0.1(6) . . . . ? C13 C14 C15 C16 0.3(6) . . . . ? C14 C15 C16 C11 -1.1(5) . . . . ? C14 C15 C16 C17 176.4(3) . . . . ? C12 C11 C16 C15 1.4(5) . . . . ? P1 C11 C16 C15 177.3(3) . . . . ? C12 C11 C16 C17 -176.1(3) . . . . ? P1 C11 C16 C17 -0.1(5) . . . . ? N13 N12 C17 C16 -178.8(3) . . . . ? C15 C16 C17 N12 8.8(5) . . . . ? C11 C16 C17 N12 -173.7(3) . . . . ? C19 N14 C18 N13 -178.1(3) . . . . ? C19 N14 C18 S1 3.3(5) . . . . ? N12 N13 C18 N14 -0.1(5) . . . . ? N12 N13 C18 S1 178.5(3) . . . . ? C18 N14 C19 C20 -144.4(4) . . . . ? C11 P1 C21 C26 -49.5(4) . . . . ? C31 P1 C21 C26 62.4(4) . . . . ? S2 P1 C21 C26 -174.8(3) . . . . ? C11 P1 C21 C22 133.3(3) . . . . ? C31 P1 C21 C22 -114.9(3) . . . . ? S2 P1 C21 C22 7.9(4) . . . . ? C26 C21 C22 C23 1.1(6) . . . . ? P1 C21 C22 C23 178.4(3) . . . . ? C21 C22 C23 C24 0.5(7) . . . . ? C22 C23 C24 C25 -0.9(7) . . . . ? C23 C24 C25 C26 -0.3(7) . . . . ? C22 C21 C26 C25 -2.3(6) . . . . ? P1 C21 C26 C25 -179.5(3) . . . . ? C24 C25 C26 C21 1.9(7) . . . . ? C11 P1 C31 C32 -157.2(3) . . . . ? C21 P1 C31 C32 90.3(3) . . . . ? S2 P1 C31 C32 -33.0(3) . . . . ? C11 P1 C31 C36 25.5(4) . . . . ? C21 P1 C31 C36 -87.0(4) . . . . ? S2 P1 C31 C36 149.8(3) . . . . ? C36 C31 C32 C33 0.4(6) . . . . ? P1 C31 C32 C33 -177.0(3) . . . . ? C31 C32 C33 C34 -0.3(6) . . . . ? C32 C33 C34 C35 0.4(6) . . . . ? C33 C34 C35 C36 -0.4(7) . . . . ? C34 C35 C36 C31 0.5(7) . . . . ? C32 C31 C36 C35 -0.5(6) . . . . ? P1 C31 C36 C35 176.8(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N13 H13A S1 0.82 2.60 3.415(3) 177.3 2_666 N14 H14A N12 0.78 2.21 2.609(4) 112.1 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.78 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.509 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.086 # Attachment '1.cif' data_07rp01 _database_code_depnum_ccdc_archive 'CCDC 740292' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Cu N6 P2 S2, 3(C H4 O), H2 O, Br' _chemical_formula_sum 'C47 H58 Br Cu N6 O4 P2 S2' _chemical_formula_weight 1040.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.9915(5) _cell_length_b 13.4928(5) _cell_length_c 14.8606(5) _cell_angle_alpha 95.934(2) _cell_angle_beta 108.640(2) _cell_angle_gamma 90.659(2) _cell_volume 2452.33(15) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1964 _cell_measurement_theta_min 2.300 _cell_measurement_theta_max 27.565 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.409 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 1.459 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6855 _exptl_absorpt_correction_T_max 0.7792 _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 109082 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 27.10 _reflns_number_total 10808 _reflns_number_gt 8899 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Nruker, 2005)' _computing_cell_refinement 'APEX2 Software (Nruker, 2005)' _computing_data_reduction 'APEX2 Software (Nruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2004)' _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^)+(0.0582P)^2^+4.0987P] 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 10808 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.1189 _refine_ls_wR_factor_gt 0.1135 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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 Cu1 Cu 0.15562(3) 0.10249(2) 0.71359(2) 0.01103(9) Uani 1 1 d . . . S1 S 0.01864(6) 0.12201(5) 0.57477(5) 0.01753(15) Uani 1 1 d . . . S2 S 0.30735(7) 0.52510(5) 0.86281(7) 0.02843(19) Uani 1 1 d . . . P1 P 0.31121(5) 0.03693(5) 0.70569(5) 0.01042(14) Uani 1 1 d . . . P2 P 0.09036(5) 0.08650(5) 0.83344(5) 0.01024(14) Uani 1 1 d . . . N12 N 0.22500(18) 0.23512(16) 0.68710(16) 0.0127(4) Uani 1 1 d . . . N13 N 0.15223(19) 0.28667(17) 0.62206(17) 0.0174(5) Uani 1 1 d . . . H13A H 0.1721 0.3398 0.6103 0.021 Uiso 1 1 d R . . N14 N -0.0118(2) 0.29850(19) 0.50898(18) 0.0224(5) Uani 1 1 d . . . H14A H 0.0079 0.3486 0.5098 0.027 Uiso 1 1 d R . . N22 N 0.08771(19) 0.31289(16) 0.83400(17) 0.0157(5) Uani 1 1 d . . . N23 N 0.1444(2) 0.39321(17) 0.81994(18) 0.0190(5) Uani 1 1 d . . . H23A H 0.1195 0.4271 0.7838 0.023 Uiso 1 1 d R . . N24 N 0.2817(2) 0.37355(18) 0.95769(19) 0.0224(5) Uani 1 1 d . . . H24A H 0.2438 0.3313 0.9649 0.027 Uiso 1 1 d R . . C11 C 0.4137(2) 0.12135(19) 0.79556(18) 0.0120(5) Uani 1 1 d . . . C12 C 0.4969(2) 0.0839(2) 0.86692(19) 0.0153(5) Uani 1 1 d . . . H12 H 0.5031 0.0153 0.8666 0.018 Uiso 1 1 d R . . C13 C 0.5715(2) 0.1479(2) 0.9392(2) 0.0199(6) Uani 1 1 d . . . H13 H 0.6252 0.1216 0.9874 0.024 Uiso 1 1 d R . . C14 C 0.5654(2) 0.2499(2) 0.9388(2) 0.0222(6) Uani 1 1 d . . . H14 H 0.6157 0.2925 0.9861 0.027 Uiso 1 1 d R . . C15 C 0.4837(2) 0.2886(2) 0.8676(2) 0.0191(6) Uani 1 1 d . . . H15 H 0.4810 0.3574 0.8666 0.023 Uiso 1 1 d R . . C16 C 0.4052(2) 0.2260(2) 0.7970(2) 0.0148(5) Uani 1 1 d . . . C17 C 0.3208(2) 0.2758(2) 0.7280(2) 0.0164(5) Uani 1 1 d . . . H17 H 0.3334 0.3370 0.7160 0.020 Uiso 1 1 d R . . C18 C 0.0541(2) 0.2420(2) 0.56836(19) 0.0160(5) Uani 1 1 d . . . C19 C -0.1253(3) 0.2702(2) 0.4538(2) 0.0275(7) Uani 1 1 d . . . H19A H -0.1308 0.2005 0.4282 0.033 Uiso 1 1 d R . . H19B H -0.1489 0.3094 0.4003 0.033 Uiso 1 1 d R . . C20 C -0.1993(3) 0.2858(3) 0.5135(3) 0.0379(9) Uani 1 1 d . . . H20A H -0.1778 0.2453 0.5653 0.045 Uiso 1 1 d R . . H20B H -0.2729 0.2674 0.4747 0.045 Uiso 1 1 d R . . H20C H -0.1944 0.3548 0.5387 0.045 Uiso 1 1 d R . . C21 C 0.3583(2) -0.08793(19) 0.72527(18) 0.0120(5) Uani 1 1 d . . . C22 C 0.3160(2) -0.1430(2) 0.7810(2) 0.0175(6) Uani 1 1 d . . . H22 H 0.2693 -0.1137 0.8109 0.021 Uiso 1 1 d R . . C23 C 0.3431(2) -0.2413(2) 0.7921(2) 0.0206(6) Uani 1 1 d . . . H23 H 0.3159 -0.2771 0.8304 0.025 Uiso 1 1 d R . . C24 C 0.4112(2) -0.2862(2) 0.7459(2) 0.0191(6) Uani 1 1 d . . . H24 H 0.4283 -0.3525 0.7523 0.023 Uiso 1 1 d R . . C25 C 0.4536(2) -0.2322(2) 0.6901(2) 0.0176(6) Uani 1 1 d . . . H25 H 0.4992 -0.2620 0.6593 0.021 Uiso 1 1 d R . . C26 C 0.4277(2) -0.1333(2) 0.6806(2) 0.0156(5) Uani 1 1 d . . . H26 H 0.4570 -0.0970 0.6440 0.019 Uiso 1 1 d R . . C31 C 0.3323(2) 0.0559(2) 0.59331(19) 0.0131(5) Uani 1 1 d . . . C32 C 0.2530(2) 0.0131(3) 0.5111(2) 0.0238(7) Uani 1 1 d . . . H32 H 0.1936 -0.0225 0.5160 0.029 Uiso 1 1 d R . . C33 C 0.2615(3) 0.0227(3) 0.4216(2) 0.0326(8) Uani 1 1 d . . . H33 H 0.2091 -0.0077 0.3668 0.039 Uiso 1 1 d R . . C34 C 0.3488(3) 0.0778(3) 0.4144(2) 0.0322(8) Uani 1 1 d . . . H34 H 0.3538 0.0861 0.3546 0.039 Uiso 1 1 d R . . C35 C 0.4283(3) 0.1206(3) 0.4959(2) 0.0325(8) Uani 1 1 d . . . H35 H 0.4870 0.1572 0.4910 0.039 Uiso 1 1 d R . . C36 C 0.4205(3) 0.1088(2) 0.5852(2) 0.0216(6) Uani 1 1 d . . . H36 H 0.4748 0.1366 0.6400 0.026 Uiso 1 1 d R . . C41 C -0.0477(2) 0.12604(19) 0.81929(18) 0.0116(5) Uani 1 1 d . . . C42 C -0.1245(2) 0.0603(2) 0.83349(18) 0.0131(5) Uani 1 1 d . . . H42 H -0.1030 -0.0013 0.8539 0.016 Uiso 1 1 d R . . C43 C -0.2314(2) 0.0853(2) 0.81767(19) 0.0174(6) Uani 1 1 d . . . H43 H -0.2804 0.0413 0.8288 0.021 Uiso 1 1 d R . . C44 C -0.2655(2) 0.1761(2) 0.7854(2) 0.0197(6) Uani 1 1 d . . . H44 H -0.3376 0.1924 0.7735 0.024 Uiso 1 1 d R . . C45 C -0.1915(2) 0.2422(2) 0.7708(2) 0.0196(6) Uani 1 1 d . . . H45 H -0.2147 0.3029 0.7489 0.023 Uiso 1 1 d R . . C46 C -0.0824(2) 0.2192(2) 0.78886(19) 0.0145(5) Uani 1 1 d . . . C47 C -0.0102(2) 0.2984(2) 0.7784(2) 0.0165(6) Uani 1 1 d . . . H47 H -0.0375 0.3343 0.7365 0.020 Uiso 1 1 d R . . C48 C 0.2422(2) 0.4250(2) 0.8832(2) 0.0205(6) Uani 1 1 d . . . C49 C 0.3820(2) 0.4012(2) 1.0362(2) 0.0259(7) Uani 1 1 d . . . H49A H 0.4316 0.4371 1.0128 0.031 Uiso 1 1 d R . . H49B H 0.4162 0.3411 1.0592 0.031 Uiso 1 1 d R . . C50 C 0.3624(3) 0.4651(3) 1.1178(3) 0.0346(8) Uani 1 1 d . . . H50A H 0.3285 0.5247 1.0953 0.052 Uiso 1 1 d R . . H50B H 0.4306 0.4826 1.1671 0.052 Uiso 1 1 d R . . H50C H 0.3158 0.4289 1.1429 0.052 Uiso 1 1 d R . . C51 C 0.1670(2) 0.13095(18) 0.95742(18) 0.0114(5) Uani 1 1 d . . . C52 C 0.1168(2) 0.1710(2) 1.0217(2) 0.0157(5) Uani 1 1 d . . . H52 H 0.0417 0.1763 1.0015 0.019 Uiso 1 1 d R . . C53 C 0.1777(2) 0.2033(2) 1.1161(2) 0.0194(6) Uani 1 1 d . . . H53 H 0.1435 0.2303 1.1586 0.023 Uiso 1 1 d R . . C54 C 0.2899(2) 0.1950(2) 1.1464(2) 0.0189(6) Uani 1 1 d . . . H54 H 0.3308 0.2162 1.2095 0.023 Uiso 1 1 d R . . C55 C 0.3409(2) 0.1554(2) 1.0830(2) 0.0176(6) Uani 1 1 d . . . H55 H 0.4159 0.1499 1.1036 0.021 Uiso 1 1 d R . . C56 C 0.2803(2) 0.1238(2) 0.9886(2) 0.0146(5) Uani 1 1 d . . . H56 H 0.3149 0.0978 0.9461 0.018 Uiso 1 1 d R . . C61 C 0.0786(2) -0.04862(19) 0.83635(19) 0.0123(5) Uani 1 1 d . . . C62 C 0.0302(2) -0.1076(2) 0.7489(2) 0.0175(6) Uani 1 1 d . . . H62 H -0.0013 -0.0774 0.6936 0.021 Uiso 1 1 d R . . C63 C 0.0294(2) -0.2106(2) 0.7447(2) 0.0211(6) Uani 1 1 d . . . H63 H -0.0043 -0.2492 0.6869 0.025 Uiso 1 1 d R . . C64 C 0.0785(2) -0.2567(2) 0.8263(2) 0.0200(6) Uani 1 1 d . . . H64 H 0.0799 -0.3259 0.8226 0.024 Uiso 1 1 d R . . C65 C 0.1254(2) -0.1990(2) 0.9131(2) 0.0183(6) Uani 1 1 d . . . H65 H 0.1574 -0.2296 0.9681 0.022 Uiso 1 1 d R . . C66 C 0.1248(2) -0.0950(2) 0.9182(2) 0.0146(5) Uani 1 1 d . . . H66 H 0.1554 -0.0565 0.9768 0.018 Uiso 1 1 d R . . O2 O 0.1481(3) 0.4752(3) 0.2163(2) 0.0680(10) Uani 1 1 d . . . H2 H 0.1044 0.4843 0.2576 0.082 Uiso 1 1 d R . . C2 C 0.0796(4) 0.4712(3) 0.1194(3) 0.0487(10) Uani 1 1 d . . . H2A H 0.0075 0.4886 0.1173 0.073 Uiso 1 1 d R . . H2B H 0.0772 0.4048 0.0883 0.073 Uiso 1 1 d R . . H2C H 0.1083 0.5172 0.0874 0.073 Uiso 1 1 d R . . O3 O 0.5185(4) 0.5180(3) 0.3668(3) 0.0868(12) Uani 1 1 d . . . H3 H 0.5928 0.5322 0.4061 0.104 Uiso 1 1 d R . . C3 C 0.4592(6) 0.6067(5) 0.3696(5) 0.098(2) Uani 1 1 d . . . H3A H 0.4264 0.6068 0.4190 0.147 Uiso 1 1 d R . . H3B H 0.5073 0.6647 0.3820 0.147 Uiso 1 1 d R . . H3C H 0.4035 0.6077 0.3090 0.147 Uiso 1 1 d R . . O4 O 0.3320(4) 0.3884(4) 0.3296(3) 0.1074(17) Uani 1 1 d . . . H4 H 0.2852 0.4365 0.2961 0.129 Uiso 1 1 d R . . C4 C 0.2958(7) 0.3626(7) 0.4025(5) 0.118(3) Uani 1 1 d . . . H4A H 0.2511 0.3021 0.3813 0.178 Uiso 1 1 d R . . H4B H 0.3571 0.3527 0.4570 0.178 Uiso 1 1 d R . . H4C H 0.2541 0.4152 0.4197 0.178 Uiso 1 1 d R . . O1 O 0.2456(3) 0.4760(2) 0.6082(2) 0.0571(9) Uani 1 1 d . . . H1A H 0.1987 0.5103 0.6467 0.068 Uiso 1 1 d R . . H1B H 0.1971 0.4461 0.5382 0.068 Uiso 1 1 d R . . Br1 Br 0.00336(4) 0.47680(2) 0.35769(3) 0.03978(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01109(16) 0.01124(16) 0.01158(16) 0.00298(12) 0.00427(12) 0.00065(12) S1 0.0168(3) 0.0158(3) 0.0163(3) 0.0046(3) -0.0007(3) -0.0022(3) S2 0.0318(4) 0.0121(3) 0.0469(5) 0.0048(3) 0.0201(4) -0.0059(3) P1 0.0109(3) 0.0102(3) 0.0106(3) 0.0017(2) 0.0039(2) 0.0001(2) P2 0.0101(3) 0.0097(3) 0.0114(3) 0.0015(2) 0.0039(2) -0.0002(2) N12 0.0146(11) 0.0120(10) 0.0119(11) 0.0030(8) 0.0042(9) 0.0028(8) N13 0.0183(12) 0.0126(11) 0.0194(12) 0.0075(9) 0.0020(10) 0.0006(9) N14 0.0237(13) 0.0182(12) 0.0207(13) 0.0082(10) -0.0012(10) 0.0004(10) N22 0.0189(12) 0.0089(10) 0.0220(12) 0.0015(9) 0.0106(10) -0.0007(9) N23 0.0232(13) 0.0090(11) 0.0276(13) 0.0056(10) 0.0108(11) 0.0003(9) N24 0.0207(13) 0.0141(12) 0.0330(15) 0.0035(10) 0.0094(11) -0.0074(10) C11 0.0104(12) 0.0151(13) 0.0114(12) 0.0004(10) 0.0053(10) -0.0006(10) C12 0.0149(13) 0.0168(13) 0.0150(13) 0.0012(10) 0.0061(11) 0.0019(10) C13 0.0134(13) 0.0278(16) 0.0163(14) 0.0006(12) 0.0021(11) 0.0028(11) C14 0.0154(14) 0.0252(15) 0.0218(15) -0.0074(12) 0.0034(12) -0.0034(12) C15 0.0173(14) 0.0153(13) 0.0231(15) -0.0026(11) 0.0058(12) -0.0019(11) C16 0.0145(13) 0.0143(13) 0.0171(13) 0.0011(10) 0.0075(11) -0.0006(10) C17 0.0175(13) 0.0116(12) 0.0213(14) 0.0027(11) 0.0077(11) -0.0017(10) C18 0.0179(14) 0.0164(13) 0.0129(13) 0.0024(10) 0.0035(11) 0.0020(11) C19 0.0257(16) 0.0281(17) 0.0195(15) 0.0070(13) -0.0069(13) 0.0023(13) C20 0.0209(17) 0.054(2) 0.0302(19) 0.0053(17) -0.0041(14) 0.0020(16) C21 0.0113(12) 0.0121(12) 0.0100(12) 0.0007(10) -0.0001(10) -0.0001(10) C22 0.0163(13) 0.0191(14) 0.0195(14) 0.0042(11) 0.0083(11) 0.0039(11) C23 0.0181(14) 0.0179(14) 0.0270(16) 0.0116(12) 0.0063(12) 0.0018(11) C24 0.0172(14) 0.0130(13) 0.0220(15) 0.0029(11) -0.0013(11) 0.0024(11) C25 0.0150(13) 0.0184(14) 0.0166(14) -0.0020(11) 0.0020(11) 0.0043(11) C26 0.0150(13) 0.0158(13) 0.0159(13) 0.0009(10) 0.0053(11) 0.0000(10) C31 0.0142(13) 0.0140(12) 0.0123(12) 0.0032(10) 0.0051(10) 0.0034(10) C32 0.0144(14) 0.0403(18) 0.0176(15) 0.0007(13) 0.0072(12) -0.0020(13) C33 0.0201(16) 0.062(2) 0.0124(14) 0.0002(15) 0.0020(12) -0.0005(15) C34 0.0349(19) 0.049(2) 0.0182(16) 0.0086(15) 0.0144(14) 0.0048(16) C35 0.043(2) 0.0358(19) 0.0259(17) 0.0001(14) 0.0224(16) -0.0133(15) C36 0.0257(16) 0.0237(15) 0.0164(14) -0.0006(11) 0.0095(12) -0.0077(12) C41 0.0120(12) 0.0139(12) 0.0083(12) 0.0008(9) 0.0026(10) 0.0009(10) C42 0.0143(13) 0.0140(12) 0.0104(12) 0.0012(10) 0.0032(10) -0.0010(10) C43 0.0152(13) 0.0237(15) 0.0148(13) 0.0009(11) 0.0075(11) -0.0023(11) C44 0.0116(13) 0.0289(16) 0.0182(14) 0.0041(12) 0.0038(11) 0.0047(11) C45 0.0183(14) 0.0212(14) 0.0208(15) 0.0074(12) 0.0068(12) 0.0078(11) C46 0.0150(13) 0.0158(13) 0.0122(13) 0.0022(10) 0.0036(10) 0.0013(10) C47 0.0211(14) 0.0121(13) 0.0177(14) 0.0045(10) 0.0073(11) 0.0051(11) C48 0.0238(15) 0.0085(12) 0.0337(17) 0.0006(11) 0.0159(13) 0.0001(11) C49 0.0192(15) 0.0195(15) 0.0363(18) 0.0027(13) 0.0053(13) -0.0048(12) C50 0.0330(19) 0.0293(18) 0.039(2) 0.0001(15) 0.0100(16) -0.0079(15) C51 0.0128(12) 0.0092(12) 0.0115(12) 0.0025(9) 0.0028(10) -0.0024(9) C52 0.0150(13) 0.0156(13) 0.0171(13) 0.0015(10) 0.0064(11) -0.0013(10) C53 0.0205(14) 0.0224(15) 0.0166(14) -0.0016(11) 0.0090(12) -0.0008(11) C54 0.0209(14) 0.0187(14) 0.0123(13) 0.0009(11) -0.0009(11) -0.0037(11) C55 0.0130(13) 0.0160(13) 0.0202(14) 0.0030(11) -0.0001(11) -0.0011(10) C56 0.0140(13) 0.0137(13) 0.0170(13) 0.0018(10) 0.0062(11) 0.0009(10) C61 0.0114(12) 0.0106(12) 0.0170(13) 0.0015(10) 0.0077(10) 0.0001(9) C62 0.0171(14) 0.0175(14) 0.0176(14) 0.0017(11) 0.0053(11) -0.0006(11) C63 0.0220(15) 0.0152(14) 0.0251(15) -0.0047(11) 0.0087(12) -0.0036(11) C64 0.0209(14) 0.0099(13) 0.0324(16) 0.0021(11) 0.0132(13) -0.0001(11) C65 0.0180(14) 0.0146(13) 0.0271(15) 0.0088(11) 0.0119(12) 0.0034(11) C66 0.0150(13) 0.0146(13) 0.0165(13) 0.0021(10) 0.0082(11) -0.0002(10) O2 0.0519(19) 0.103(3) 0.056(2) 0.0179(19) 0.0238(17) 0.0266(19) C2 0.051(3) 0.051(3) 0.053(3) 0.014(2) 0.026(2) 0.014(2) O3 0.091(3) 0.090(3) 0.071(3) 0.001(2) 0.016(2) 0.028(2) C3 0.118(6) 0.069(4) 0.103(5) -0.007(4) 0.034(5) 0.011(4) O4 0.120(4) 0.113(4) 0.074(3) -0.006(3) 0.013(3) 0.057(3) C4 0.126(6) 0.172(8) 0.054(4) 0.021(4) 0.020(4) 0.070(6) O1 0.099(3) 0.0246(14) 0.062(2) 0.0024(13) 0.0464(19) -0.0062(15) Br1 0.0722(3) 0.01608(16) 0.0418(2) 0.00542(14) 0.0328(2) 0.00401(16) _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 Cu1 N12 2.123(2) . y Cu1 P2 2.2311(7) . y Cu1 P1 2.2480(7) . y Cu1 S1 2.2952(7) . y S1 C18 1.698(3) . ? S2 C48 1.690(3) . ? P1 C21 1.819(3) . ? P1 C31 1.819(3) . ? P1 C11 1.836(3) . ? P2 C51 1.825(3) . ? P2 C41 1.831(3) . ? P2 C61 1.834(3) . ? N12 C17 1.285(4) . ? N12 N13 1.372(3) . ? N13 C18 1.363(4) . ? N13 H13A 0.8137 . ? N14 C18 1.328(4) . ? N14 C19 1.463(4) . ? N14 H14A 0.7174 . ? N22 C47 1.276(4) . ? N22 N23 1.374(3) . ? N23 C48 1.349(4) . ? N23 H23A 0.7385 . ? N24 C48 1.332(4) . ? N24 C49 1.458(4) . ? N24 H24A 0.7872 . ? C11 C12 1.392(4) . ? C11 C16 1.416(4) . ? C12 C13 1.400(4) . ? C12 H12 0.9300 . ? C13 C14 1.380(4) . ? C13 H13 0.9301 . ? C14 C15 1.388(4) . ? C14 H14 0.9301 . ? C15 C16 1.403(4) . ? C15 H15 0.9300 . ? C16 C17 1.464(4) . ? C17 H17 0.8875 . ? C19 C20 1.506(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C26 1.393(4) . ? C21 C22 1.396(4) . ? C22 C23 1.389(4) . ? C22 H22 0.9300 . ? C23 C24 1.391(4) . ? C23 H23 0.9300 . ? C24 C25 1.389(4) . ? C24 H24 0.9299 . ? C25 C26 1.390(4) . ? C25 H25 0.9300 . ? C26 H26 0.9301 . ? C31 C32 1.387(4) . ? C31 C36 1.388(4) . ? C32 C33 1.388(4) . ? C32 H32 0.9299 . ? C33 C34 1.388(5) . ? C33 H33 0.9300 . ? C34 C35 1.382(5) . ? C34 H34 0.9301 . ? C35 C36 1.387(4) . ? C35 H35 0.9299 . ? C36 H36 0.9300 . ? C41 C42 1.407(4) . ? C41 C46 1.410(4) . ? C42 C43 1.384(4) . ? C42 H42 0.9300 . ? C43 C44 1.387(4) . ? C43 H43 0.9301 . ? C44 C45 1.385(4) . ? C44 H44 0.9301 . ? C45 C46 1.401(4) . ? C45 H45 0.9301 . ? C46 C47 1.466(4) . ? C47 H47 0.8215 . ? C49 C50 1.505(5) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 H50A 0.9601 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 C52 1.389(4) . ? C51 C56 1.402(4) . ? C52 C53 1.393(4) . ? C52 H52 0.9299 . ? C53 C54 1.391(4) . ? C53 H53 0.9300 . ? C54 C55 1.384(4) . ? C54 H54 0.9301 . ? C55 C56 1.390(4) . ? C55 H55 0.9300 . ? C56 H56 0.9299 . ? C61 C66 1.390(4) . ? C61 C62 1.404(4) . ? C62 C63 1.384(4) . ? C62 H62 0.9300 . ? C63 C64 1.391(4) . ? C63 H63 0.9300 . ? C64 C65 1.385(4) . ? C64 H64 0.9299 . ? C65 C66 1.399(4) . ? C65 H65 0.9300 . ? C66 H66 0.9300 . ? O2 C2 1.425(5) . ? O2 H2 0.9599 . ? C2 H2A 0.9599 . ? C2 H2B 0.9599 . ? C2 H2C 0.9600 . ? O3 C3 1.436(7) . ? O3 H3 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? O4 C4 1.383(9) . ? O4 H4 0.9599 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9599 . ? O1 H1A 1.0427 . ? O1 H1B 1.0634 . ? 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 N12 Cu1 P2 126.09(6) . . y N12 Cu1 P1 83.67(6) . . y P2 Cu1 P1 123.36(3) . . y N12 Cu1 S1 84.39(6) . . y P2 Cu1 S1 111.35(3) . . y P1 Cu1 S1 119.39(3) . . y C18 S1 Cu1 96.37(10) . . ? C21 P1 C31 103.02(12) . . ? C21 P1 C11 105.38(12) . . ? C31 P1 C11 104.32(12) . . ? C21 P1 Cu1 129.09(9) . . ? C31 P1 Cu1 110.89(9) . . ? C11 P1 Cu1 101.72(8) . . ? C51 P2 C41 104.09(12) . . ? C51 P2 C61 102.48(12) . . ? C41 P2 C61 103.29(12) . . ? C51 P2 Cu1 122.35(9) . . ? C41 P2 Cu1 117.62(9) . . ? C61 P2 Cu1 104.39(8) . . ? C17 N12 N13 117.3(2) . . ? C17 N12 Cu1 129.20(19) . . ? N13 N12 Cu1 113.30(16) . . ? C18 N13 N12 119.6(2) . . ? C18 N13 H13A 120.7 . . ? N12 N13 H13A 119.0 . . ? C18 N14 C19 124.2(3) . . ? C18 N14 H14A 116.6 . . ? C19 N14 H14A 118.6 . . ? C47 N22 N23 115.7(2) . . ? C48 N23 N22 120.9(2) . . ? C48 N23 H23A 115.6 . . ? N22 N23 H23A 122.5 . . ? C48 N24 C49 124.5(2) . . ? C48 N24 H24A 117.9 . . ? C49 N24 H24A 116.7 . . ? C12 C11 C16 118.9(2) . . ? C12 C11 P1 120.7(2) . . ? C16 C11 P1 120.3(2) . . ? C11 C12 C13 121.1(3) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.5 . . ? C14 C13 C12 120.1(3) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 119.6(3) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C14 C15 C16 121.3(3) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C11 119.0(3) . . ? C15 C16 C17 116.1(2) . . ? C11 C16 C17 124.9(2) . . ? N12 C17 C16 121.6(2) . . ? N12 C17 H17 117.8 . . ? C16 C17 H17 120.5 . . ? N14 C18 N13 115.2(2) . . ? N14 C18 S1 122.0(2) . . ? N13 C18 S1 122.8(2) . . ? N14 C19 C20 112.0(3) . . ? N14 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? N14 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C19 C20 H20A 109.4 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.4 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C26 C21 C22 118.9(2) . . ? C26 C21 P1 122.5(2) . . ? C22 C21 P1 118.4(2) . . ? C23 C22 C21 120.5(3) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C24 120.0(3) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C25 C24 C23 120.0(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 119.8(3) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C25 C26 C21 120.8(3) . . ? C25 C26 H26 119.6 . . ? C21 C26 H26 119.6 . . ? C32 C31 C36 119.2(3) . . ? C32 C31 P1 116.0(2) . . ? C36 C31 P1 124.8(2) . . ? C31 C32 C33 120.6(3) . . ? C31 C32 H32 119.7 . . ? C33 C32 H32 119.7 . . ? C34 C33 C32 119.6(3) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C35 C34 C33 120.2(3) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 119.9(3) . . ? C34 C35 H35 120.1 . . ? C36 C35 H35 120.0 . . ? C35 C36 C31 120.5(3) . . ? C35 C36 H36 119.8 . . ? C31 C36 H36 119.7 . . ? C42 C41 C46 118.1(2) . . ? C42 C41 P2 119.9(2) . . ? C46 C41 P2 121.9(2) . . ? C43 C42 C41 121.4(3) . . ? C43 C42 H42 119.3 . . ? C41 C42 H42 119.3 . . ? C42 C43 C44 120.1(3) . . ? C42 C43 H43 120.0 . . ? C44 C43 H43 119.9 . . ? C45 C44 C43 119.6(3) . . ? C45 C44 H44 120.2 . . ? C43 C44 H44 120.2 . . ? C44 C45 C46 121.0(3) . . ? C44 C45 H45 119.5 . . ? C46 C45 H45 119.5 . . ? C45 C46 C41 119.6(2) . . ? C45 C46 C47 115.9(2) . . ? C41 C46 C47 124.4(2) . . ? N22 C47 C46 121.7(3) . . ? N22 C47 H47 122.2 . . ? C46 C47 H47 116.0 . . ? N24 C48 N23 117.1(2) . . ? N24 C48 S2 124.2(2) . . ? N23 C48 S2 118.7(2) . . ? N24 C49 C50 112.3(3) . . ? N24 C49 H49A 109.1 . . ? C50 C49 H49A 109.1 . . ? N24 C49 H49B 109.1 . . ? C50 C49 H49B 109.1 . . ? H49A C49 H49B 107.9 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C52 C51 C56 119.2(2) . . ? C52 C51 P2 122.2(2) . . ? C56 C51 P2 118.7(2) . . ? C51 C52 C53 120.7(3) . . ? C51 C52 H52 119.7 . . ? C53 C52 H52 119.7 . . ? C54 C53 C52 119.7(3) . . ? C54 C53 H53 120.2 . . ? C52 C53 H53 120.2 . . ? C55 C54 C53 120.2(3) . . ? C55 C54 H54 119.9 . . ? C53 C54 H54 119.9 . . ? C54 C55 C56 120.2(3) . . ? C54 C55 H55 119.9 . . ? C56 C55 H55 119.9 . . ? C55 C56 C51 120.1(2) . . ? C55 C56 H56 119.9 . . ? C51 C56 H56 120.0 . . ? C66 C61 C62 119.2(2) . . ? C66 C61 P2 123.2(2) . . ? C62 C61 P2 117.3(2) . . ? C63 C62 C61 120.1(3) . . ? C63 C62 H62 120.0 . . ? C61 C62 H62 120.0 . . ? C62 C63 C64 120.6(3) . . ? C62 C63 H63 119.7 . . ? C64 C63 H63 119.7 . . ? C65 C64 C63 119.7(3) . . ? C65 C64 H64 120.2 . . ? C63 C64 H64 120.2 . . ? C64 C65 C66 120.0(3) . . ? C64 C65 H65 120.0 . . ? C66 C65 H65 120.0 . . ? C61 C66 C65 120.4(3) . . ? C61 C66 H66 119.8 . . ? C65 C66 H66 119.8 . . ? C2 O2 H2 109.1 . . ? O2 C2 H2A 109.8 . . ? O2 C2 H2B 109.3 . . ? H2A C2 H2B 109.5 . . ? O2 C2 H2C 109.3 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C3 O3 H3 108.8 . . ? O3 C3 H3A 109.6 . . ? O3 C3 H3B 110.0 . . ? H3A C3 H3B 109.5 . . ? O3 C3 H3C 108.8 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C4 O4 H4 109.0 . . ? O4 C4 H4A 109.5 . . ? O4 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? O4 C4 H4C 109.4 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? H1A O1 H1B 111.8 . . ? 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 N12 Cu1 S1 C18 -14.43(11) . . . . ? P2 Cu1 S1 C18 112.24(10) . . . . ? P1 Cu1 S1 C18 -93.91(10) . . . . ? N12 Cu1 P1 C21 176.26(12) . . . . ? P2 Cu1 P1 C21 46.74(11) . . . . ? S1 Cu1 P1 C21 -103.84(11) . . . . ? N12 Cu1 P1 C31 -55.36(11) . . . . ? P2 Cu1 P1 C31 175.11(9) . . . . ? S1 Cu1 P1 C31 24.54(10) . . . . ? N12 Cu1 P1 C11 55.10(10) . . . . ? P2 Cu1 P1 C11 -74.43(9) . . . . ? S1 Cu1 P1 C11 135.00(9) . . . . ? N12 Cu1 P2 C51 -49.48(13) . . . . ? P1 Cu1 P2 C51 58.96(11) . . . . ? S1 Cu1 P2 C51 -148.40(10) . . . . ? N12 Cu1 P2 C41 81.56(12) . . . . ? P1 Cu1 P2 C41 -170.00(10) . . . . ? S1 Cu1 P2 C41 -17.36(10) . . . . ? N12 Cu1 P2 C61 -164.73(11) . . . . ? P1 Cu1 P2 C61 -56.29(9) . . . . ? S1 Cu1 P2 C61 96.34(9) . . . . ? P2 Cu1 N12 C17 78.6(2) . . . . ? P1 Cu1 N12 C17 -48.5(2) . . . . ? S1 Cu1 N12 C17 -169.0(2) . . . . ? P2 Cu1 N12 N13 -95.70(17) . . . . ? P1 Cu1 N12 N13 137.16(17) . . . . ? S1 Cu1 N12 N13 16.70(16) . . . . ? C17 N12 N13 C18 172.2(2) . . . . ? Cu1 N12 N13 C18 -12.8(3) . . . . ? C47 N22 N23 C48 169.7(3) . . . . ? C21 P1 C11 C12 -7.7(2) . . . . ? C31 P1 C11 C12 -115.8(2) . . . . ? Cu1 P1 C11 C12 128.8(2) . . . . ? C21 P1 C11 C16 176.5(2) . . . . ? C31 P1 C11 C16 68.3(2) . . . . ? Cu1 P1 C11 C16 -47.1(2) . . . . ? C16 C11 C12 C13 -0.1(4) . . . . ? P1 C11 C12 C13 -176.0(2) . . . . ? C11 C12 C13 C14 -2.0(4) . . . . ? C12 C13 C14 C15 1.2(4) . . . . ? C13 C14 C15 C16 1.7(4) . . . . ? C14 C15 C16 C11 -3.8(4) . . . . ? C14 C15 C16 C17 177.7(3) . . . . ? C12 C11 C16 C15 2.9(4) . . . . ? P1 C11 C16 C15 178.9(2) . . . . ? C12 C11 C16 C17 -178.6(2) . . . . ? P1 C11 C16 C17 -2.7(4) . . . . ? N13 N12 C17 C16 -178.7(2) . . . . ? Cu1 N12 C17 C16 7.2(4) . . . . ? C15 C16 C17 N12 -151.2(3) . . . . ? C11 C16 C17 N12 30.3(4) . . . . ? C19 N14 C18 N13 -172.0(3) . . . . ? C19 N14 C18 S1 9.1(4) . . . . ? N12 N13 C18 N14 178.5(2) . . . . ? N12 N13 C18 S1 -2.6(4) . . . . ? Cu1 S1 C18 N14 -167.0(2) . . . . ? Cu1 S1 C18 N13 14.2(2) . . . . ? C18 N14 C19 C20 79.1(4) . . . . ? C31 P1 C21 C26 20.2(2) . . . . ? C11 P1 C21 C26 -88.9(2) . . . . ? Cu1 P1 C21 C26 151.42(18) . . . . ? C31 P1 C21 C22 -154.5(2) . . . . ? C11 P1 C21 C22 96.5(2) . . . . ? Cu1 P1 C21 C22 -23.2(3) . . . . ? C26 C21 C22 C23 0.3(4) . . . . ? P1 C21 C22 C23 175.2(2) . . . . ? C21 C22 C23 C24 -1.3(4) . . . . ? C22 C23 C24 C25 1.2(4) . . . . ? C23 C24 C25 C26 -0.1(4) . . . . ? C24 C25 C26 C21 -0.9(4) . . . . ? C22 C21 C26 C25 0.8(4) . . . . ? P1 C21 C26 C25 -173.8(2) . . . . ? C21 P1 C31 C32 80.6(2) . . . . ? C11 P1 C31 C32 -169.6(2) . . . . ? Cu1 P1 C31 C32 -60.8(2) . . . . ? C21 P1 C31 C36 -99.1(3) . . . . ? C11 P1 C31 C36 10.8(3) . . . . ? Cu1 P1 C31 C36 119.5(2) . . . . ? C36 C31 C32 C33 0.0(5) . . . . ? P1 C31 C32 C33 -179.7(3) . . . . ? C31 C32 C33 C34 -1.6(5) . . . . ? C32 C33 C34 C35 1.8(6) . . . . ? C33 C34 C35 C36 -0.4(6) . . . . ? C34 C35 C36 C31 -1.2(5) . . . . ? C32 C31 C36 C35 1.4(5) . . . . ? P1 C31 C36 C35 -178.9(3) . . . . ? C51 P2 C41 C42 -93.5(2) . . . . ? C61 P2 C41 C42 13.2(2) . . . . ? Cu1 P2 C41 C42 127.55(19) . . . . ? C51 P2 C41 C46 90.3(2) . . . . ? C61 P2 C41 C46 -163.0(2) . . . . ? Cu1 P2 C41 C46 -48.7(2) . . . . ? C46 C41 C42 C43 0.4(4) . . . . ? P2 C41 C42 C43 -175.9(2) . . . . ? C41 C42 C43 C44 1.2(4) . . . . ? C42 C43 C44 C45 -1.2(4) . . . . ? C43 C44 C45 C46 -0.4(4) . . . . ? C44 C45 C46 C41 2.1(4) . . . . ? C44 C45 C46 C47 -175.1(3) . . . . ? C42 C41 C46 C45 -2.0(4) . . . . ? P2 C41 C46 C45 174.2(2) . . . . ? C42 C41 C46 C47 174.9(2) . . . . ? P2 C41 C46 C47 -8.8(4) . . . . ? N23 N22 C47 C46 -176.3(2) . . . . ? C45 C46 C47 N22 143.1(3) . . . . ? C41 C46 C47 N22 -34.0(4) . . . . ? C49 N24 C48 N23 -175.5(3) . . . . ? C49 N24 C48 S2 5.5(4) . . . . ? N22 N23 C48 N24 1.7(4) . . . . ? N22 N23 C48 S2 -179.21(19) . . . . ? C48 N24 C49 C50 92.0(4) . . . . ? C41 P2 C51 C52 8.3(2) . . . . ? C61 P2 C51 C52 -99.0(2) . . . . ? Cu1 P2 C51 C52 144.76(19) . . . . ? C41 P2 C51 C56 -172.0(2) . . . . ? C61 P2 C51 C56 80.6(2) . . . . ? Cu1 P2 C51 C56 -35.6(2) . . . . ? C56 C51 C52 C53 -0.3(4) . . . . ? P2 C51 C52 C53 179.4(2) . . . . ? C51 C52 C53 C54 -0.3(4) . . . . ? C52 C53 C54 C55 0.4(4) . . . . ? C53 C54 C55 C56 0.1(4) . . . . ? C54 C55 C56 C51 -0.7(4) . . . . ? C52 C51 C56 C55 0.8(4) . . . . ? P2 C51 C56 C55 -178.9(2) . . . . ? C51 P2 C61 C66 -1.9(2) . . . . ? C41 P2 C61 C66 -109.9(2) . . . . ? Cu1 P2 C61 C66 126.6(2) . . . . ? C51 P2 C61 C62 -175.1(2) . . . . ? C41 P2 C61 C62 77.0(2) . . . . ? Cu1 P2 C61 C62 -46.6(2) . . . . ? C66 C61 C62 C63 -0.3(4) . . . . ? P2 C61 C62 C63 173.1(2) . . . . ? C61 C62 C63 C64 -1.6(4) . . . . ? C62 C63 C64 C65 2.2(4) . . . . ? C63 C64 C65 C66 -1.0(4) . . . . ? C62 C61 C66 C65 1.5(4) . . . . ? P2 C61 C66 C65 -171.4(2) . . . . ? C64 C65 C66 C61 -0.9(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N13 H13A O1 0.81 2.07 2.870(4) 168.2 . N14 H14A Br1 0.72 2.95 3.426(3) 126.9 2_566 N14 H14A Br1 0.72 2.97 3.503(3) 133.4 . N23 H23A Br1 0.74 2.67 3.395(3) 168.7 2_566 O2 H2 Br1 0.96 2.29 3.236(3) 170.0 . O3 H3 O1 0.96 2.18 2.966(6) 138.4 2_666 O4 H4 O2 0.96 1.91 2.795(6) 152.2 . O1 H1A Br1 1.04 2.61 3.486(3) 141.0 2_566 O1 H1B Br1 1.06 3.10 4.035(4) 146.6 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.782 _refine_diff_density_min -2.326 _refine_diff_density_rms 0.090 # Attachment '5_rev.cif' data_07rp02 _database_code_depnum_ccdc_archive 'CCDC 740293' #TrackingRef '5_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C88 H88 Au2 N12 P4 S4, 3(C H4 O), 2(Cl)' _chemical_formula_sum 'C91 H100 Au2 Cl2 N12 O3 P4 S4' _chemical_formula_weight 2126.78 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 '-C 2yc' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.2369(3) _cell_length_b 13.3291(2) _cell_length_c 28.3901(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.8880(10) _cell_angle_gamma 90.00 _cell_volume 9336.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.4875 _cell_measurement_theta_max 25.611 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.513 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4280 _exptl_absorpt_coefficient_mu 3.409 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5346 _exptl_absorpt_correction_T_max 0.6851 _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 86486 _diffrn_reflns_av_R_equivalents 0.0503 _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 28.28 _reflns_number_total 11527 _reflns_number_gt 9055 _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 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^)+(0.0345P)^2^+1.6835P] 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 11527 _refine_ls_number_parameters 547 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0847 _refine_ls_wR_factor_gt 0.0809 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_restrained_S_all 1.164 _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 0.060917(6) 0.171357(11) 0.052170(6) 0.01742(5) Uani 1 1 d . . . S1 S -0.11777(4) -0.04599(7) -0.13943(4) 0.0190(2) Uani 1 1 d . . . S2 S 0.21542(4) 0.12720(8) 0.31324(4) 0.0264(2) Uani 1 1 d . . . P1 P 0.13371(4) 0.18980(7) 0.02448(4) 0.0138(2) Uani 1 1 d . . . P2 P -0.00643(4) 0.25874(7) 0.06983(4) 0.0155(2) Uani 1 1 d . . . N12 N -0.00136(13) 0.1520(2) -0.11567(12) 0.0183(7) Uani 1 1 d . . . N13 N -0.03118(12) 0.0693(2) -0.11275(12) 0.0187(7) Uani 1 1 d . . . H13A H -0.0260 0.0388 -0.0874 0.022 Uiso 1 1 d R . . N14 N -0.09472(13) 0.1121(3) -0.18702(12) 0.0214(7) Uani 1 1 d . . . H14A H -0.0762 0.1628 -0.1834 0.026 Uiso 1 1 d R . . N22 N 0.12207(13) 0.3129(2) 0.21513(12) 0.0207(7) Uani 1 1 d . . . N23 N 0.14804(13) 0.2285(2) 0.23817(12) 0.0209(7) Uani 1 1 d . . . H23A H 0.1443 0.1776 0.2224 0.025 Uiso 1 1 d R . . N24 N 0.18694(14) 0.3212(3) 0.30878(12) 0.0237(8) Uani 1 1 d . . . H24A H 0.1639 0.3718 0.2883 0.028 Uiso 1 1 d R . . C11 C 0.12118(14) 0.2707(3) -0.03085(14) 0.0145(8) Uani 1 1 d . . . C12 C 0.15398(15) 0.3529(3) -0.02940(15) 0.0181(8) Uani 1 1 d . . . H12 H 0.1816 0.3685 0.0003 0.022 Uiso 1 1 d R . . C13 C 0.14659(16) 0.4122(3) -0.07102(15) 0.0222(9) Uani 1 1 d . . . H13 H 0.1690 0.4672 -0.0692 0.027 Uiso 1 1 d R . . C14 C 0.10581(17) 0.3895(3) -0.11521(16) 0.0262(10) Uani 1 1 d . . . H14 H 0.1008 0.4292 -0.1434 0.031 Uiso 1 1 d R . . C15 C 0.07217(17) 0.3081(3) -0.11794(15) 0.0235(9) Uani 1 1 d . . . H15 H 0.0447 0.2933 -0.1479 0.028 Uiso 1 1 d R . . C16 C 0.07933(15) 0.2482(3) -0.07599(14) 0.0152(8) Uani 1 1 d . . . C17 C 0.04349(15) 0.1621(3) -0.07895(14) 0.0171(8) Uani 1 1 d . . . H17 H 0.0554 0.1120 -0.0518 0.020 Uiso 1 1 d R . . C18 C -0.08014(15) 0.0522(3) -0.14787(14) 0.0160(8) Uani 1 1 d . . . C19 C -0.14692(16) 0.1087(3) -0.22823(15) 0.0252(9) Uani 1 1 d . . . H19A H -0.1581 0.0393 -0.2353 0.030 Uiso 1 1 d R . . H19B H -0.1427 0.1372 -0.2581 0.030 Uiso 1 1 d R . . C20 C -0.19067(19) 0.1660(4) -0.21572(18) 0.0411(12) Uani 1 1 d . . . H20A H -0.1952 0.1378 -0.1863 0.049 Uiso 1 1 d R . . H20B H -0.2242 0.1613 -0.2433 0.049 Uiso 1 1 d R . . H20C H -0.1803 0.2352 -0.2097 0.049 Uiso 1 1 d R . . C21 C 0.02047(15) 0.3823(3) 0.09449(14) 0.0175(8) Uani 1 1 d . . . C22 C 0.00129(16) 0.4692(3) 0.06652(15) 0.0225(9) Uani 1 1 d . . . H22 H -0.0251 0.4637 0.0350 0.027 Uiso 1 1 d R . . C23 C 0.02024(18) 0.5619(3) 0.08435(16) 0.0281(10) Uani 1 1 d . . . H23 H 0.0073 0.6185 0.0648 0.034 Uiso 1 1 d R . . C24 C 0.05910(18) 0.5719(3) 0.13196(17) 0.0299(10) Uani 1 1 d . . . H24 H 0.0706 0.6353 0.1449 0.036 Uiso 1 1 d R . . C25 C 0.08056(16) 0.4874(3) 0.15982(15) 0.0230(9) Uani 1 1 d . . . H25 H 0.1071 0.4942 0.1912 0.028 Uiso 1 1 d R . . C26 C 0.06287(15) 0.3915(3) 0.14125(14) 0.0179(8) Uani 1 1 d . . . C27 C 0.08933(15) 0.3029(3) 0.17032(14) 0.0184(8) Uani 1 1 d . . . H27 H 0.0840 0.2320 0.1552 0.022 Uiso 1 1 d R . . C28 C 0.18280(16) 0.2323(3) 0.28680(15) 0.0222(9) Uani 1 1 d . . . C29 C 0.21790(17) 0.3391(3) 0.36195(16) 0.0288(10) Uani 1 1 d . . . H29A H 0.2323 0.4068 0.3662 0.035 Uiso 1 1 d R . . H29B H 0.2482 0.2928 0.3730 0.035 Uiso 1 1 d R . . C30 C 0.18192(18) 0.3254(3) 0.39393(16) 0.0308(10) Uani 1 1 d . . . H30A H 0.1516 0.3705 0.3827 0.037 Uiso 1 1 d R . . H30B H 0.2025 0.3394 0.4283 0.037 Uiso 1 1 d R . . H30C H 0.1690 0.2575 0.3909 0.037 Uiso 1 1 d R . . C31 C 0.18669(15) 0.2547(3) 0.07343(14) 0.0167(8) Uani 1 1 d . . . C32 C 0.24027(15) 0.2241(3) 0.09086(15) 0.0218(9) Uani 1 1 d . . . H32 H 0.2505 0.1663 0.0780 0.026 Uiso 1 1 d R . . C33 C 0.27892(17) 0.2794(3) 0.12750(16) 0.0280(10) Uani 1 1 d . . . H33 H 0.3148 0.2581 0.1394 0.034 Uiso 1 1 d R . . C34 C 0.26401(17) 0.3661(3) 0.14640(15) 0.0271(10) Uani 1 1 d . . . H34 H 0.2900 0.4042 0.1701 0.033 Uiso 1 1 d R . . C35 C 0.21072(18) 0.3958(3) 0.12995(15) 0.0264(10) Uani 1 1 d . . . H35 H 0.2007 0.4533 0.1431 0.032 Uiso 1 1 d R . . C36 C 0.17176(16) 0.3408(3) 0.09381(15) 0.0216(9) Uani 1 1 d . . . H36 H 0.1357 0.3610 0.0831 0.026 Uiso 1 1 d R . . C41 C 0.16472(14) 0.0801(3) 0.00755(14) 0.0154(8) Uani 1 1 d . . . C42 C 0.19252(15) 0.0871(3) -0.02637(14) 0.0187(8) Uani 1 1 d . . . H42 H 0.1966 0.1493 -0.0395 0.022 Uiso 1 1 d R . . C43 C 0.21404(16) 0.0025(3) -0.04070(15) 0.0219(9) Uani 1 1 d . . . H43 H 0.2320 0.0078 -0.0637 0.026 Uiso 1 1 d R . . C44 C 0.20880(15) -0.0896(3) -0.02085(15) 0.0223(9) Uani 1 1 d . . . H44 H 0.2238 -0.1464 -0.0300 0.027 Uiso 1 1 d R . . C45 C 0.18107(16) -0.0976(3) 0.01282(16) 0.0253(9) Uani 1 1 d . . . H45 H 0.1771 -0.1600 0.0258 0.030 Uiso 1 1 d R . . C46 C 0.15942(15) -0.0132(3) 0.02719(15) 0.0205(9) Uani 1 1 d . . . H46 H 0.1412 -0.0190 0.0500 0.025 Uiso 1 1 d R . . C51 C -0.03565(15) 0.2048(3) 0.11411(14) 0.0182(8) Uani 1 1 d . . . C52 C -0.05936(16) 0.1113(3) 0.10292(16) 0.0248(9) Uani 1 1 d . . . H52 H -0.0601 0.0790 0.0736 0.030 Uiso 1 1 d R . . C53 C -0.08177(17) 0.0653(3) 0.13456(17) 0.0308(10) Uani 1 1 d . . . H53 H -0.0978 0.0025 0.1264 0.037 Uiso 1 1 d R . . C54 C -0.08095(17) 0.1112(4) 0.17796(17) 0.0310(11) Uani 1 1 d . . . H54 H -0.0958 0.0794 0.1995 0.037 Uiso 1 1 d R . . C55 C -0.05772(17) 0.2054(4) 0.18962(16) 0.0320(11) Uani 1 1 d . . . H55 H -0.0571 0.2371 0.2190 0.038 Uiso 1 1 d R . . C56 C -0.03527(17) 0.2521(3) 0.15790(15) 0.0274(10) Uani 1 1 d . . . H56 H -0.0200 0.3156 0.1657 0.033 Uiso 1 1 d R . . C61 C -0.06573(15) 0.2844(3) 0.01484(14) 0.0170(8) Uani 1 1 d . . . C62 C -0.10701(16) 0.3476(3) 0.01774(15) 0.0217(9) Uani 1 1 d . . . H62 H -0.1054 0.3743 0.0485 0.026 Uiso 1 1 d R . . C63 C -0.14996(16) 0.3706(3) -0.02456(16) 0.0247(9) Uani 1 1 d . . . H63 H -0.1766 0.4147 -0.0226 0.030 Uiso 1 1 d R . . C64 C -0.15385(17) 0.3281(3) -0.07015(16) 0.0268(10) Uani 1 1 d . . . H64 H -0.1828 0.3445 -0.0988 0.032 Uiso 1 1 d R . . C65 C -0.11492(16) 0.2617(3) -0.07322(15) 0.0243(9) Uani 1 1 d . . . H65 H -0.1183 0.2312 -0.1036 0.029 Uiso 1 1 d R . . C66 C -0.07044(16) 0.2407(3) -0.03071(14) 0.0215(9) Uani 1 1 d . . . H66 H -0.0437 0.1970 -0.0329 0.026 Uiso 1 1 d R . . O1 O 0.33408(19) 0.0357(3) 0.20743(15) 0.0642(12) Uani 1 1 d . . . H1 H 0.3614 0.0870 0.2175 0.096 Uiso 1 1 d R . . C1 C 0.2875(3) 0.0673(4) 0.2217(3) 0.0662(18) Uani 1 1 d . . . H1A H 0.2804 0.1372 0.2141 0.099 Uiso 1 1 d R . . H1B H 0.2954 0.0565 0.2569 0.099 Uiso 1 1 d R . . H1C H 0.2562 0.0287 0.2031 0.099 Uiso 1 1 d R . . Cl1 Cl 0.0000 0.0000 0.0000 0.0180(3) Uani 1 2 d S . . O2 O 0.4740(4) 0.3101(6) 0.2562(4) 0.075(3) Uani 0.50 1 d P A -1 H2 H 0.4992 0.2683 0.2602 0.112 Uiso 0.50 1 d PR A -1 C2 C 0.4883(14) 0.4012(10) 0.2396(15) 0.134(15) Uani 0.50 1 d P A -1 H2A H 0.4888 0.3932 0.2055 0.200 Uiso 0.50 1 d PR A -1 H2B H 0.5244 0.4214 0.2619 0.200 Uiso 0.50 1 d PR A -1 H2C H 0.4618 0.4527 0.2400 0.200 Uiso 0.50 1 d PR A -1 Cl2 Cl 0.57283(10) 0.19252(15) 0.24675(8) 0.0293(5) Uani 0.50 1 d P B -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.01139(7) 0.02008(8) 0.02091(9) -0.00453(7) 0.00564(6) -0.00095(6) S1 0.0151(5) 0.0221(5) 0.0170(5) 0.0013(4) 0.0018(4) -0.0026(4) S2 0.0243(6) 0.0248(6) 0.0219(6) 0.0004(4) -0.0029(4) 0.0018(4) P1 0.0099(4) 0.0161(5) 0.0143(5) 0.0004(4) 0.0027(4) 0.0004(4) P2 0.0126(5) 0.0193(5) 0.0137(5) -0.0001(4) 0.0031(4) 0.0017(4) N12 0.0193(17) 0.0182(18) 0.0169(17) -0.0007(13) 0.0056(14) -0.0042(13) N13 0.0165(17) 0.0226(18) 0.0140(17) 0.0049(14) 0.0014(13) -0.0016(13) N14 0.0183(17) 0.0273(19) 0.0144(17) 0.0020(14) 0.0000(14) -0.0056(14) N22 0.0191(17) 0.0223(19) 0.0189(18) 0.0006(14) 0.0040(14) 0.0019(14) N23 0.0227(18) 0.0184(18) 0.0165(18) -0.0033(14) 0.0002(14) -0.0006(14) N24 0.0229(18) 0.028(2) 0.0144(17) -0.0028(15) -0.0016(14) -0.0046(15) C11 0.0105(18) 0.0164(19) 0.016(2) -0.0002(15) 0.0040(15) 0.0034(14) C12 0.0154(19) 0.015(2) 0.021(2) -0.0008(15) 0.0035(16) -0.0011(15) C13 0.021(2) 0.017(2) 0.028(2) 0.0025(17) 0.0075(18) -0.0015(16) C14 0.028(2) 0.026(2) 0.024(2) 0.0125(18) 0.0079(19) 0.0004(18) C15 0.025(2) 0.023(2) 0.019(2) 0.0031(17) 0.0036(17) -0.0021(17) C16 0.0152(19) 0.0151(19) 0.015(2) -0.0006(15) 0.0053(15) -0.0005(15) C17 0.0138(18) 0.021(2) 0.0157(19) 0.0035(16) 0.0044(15) -0.0010(15) C18 0.0158(19) 0.020(2) 0.0127(19) 0.0028(15) 0.0055(15) 0.0025(15) C19 0.023(2) 0.030(2) 0.015(2) 0.0019(17) -0.0031(17) -0.0015(18) C20 0.029(3) 0.053(3) 0.035(3) 0.008(2) 0.002(2) 0.017(2) C21 0.0135(19) 0.021(2) 0.018(2) -0.0028(16) 0.0053(16) 0.0027(15) C22 0.019(2) 0.024(2) 0.021(2) -0.0009(17) 0.0026(17) 0.0023(17) C23 0.032(3) 0.022(2) 0.032(3) 0.0061(19) 0.012(2) 0.0057(18) C24 0.038(3) 0.022(2) 0.031(3) -0.0049(19) 0.014(2) -0.0024(19) C25 0.022(2) 0.024(2) 0.021(2) -0.0055(17) 0.0047(17) -0.0045(17) C26 0.0144(19) 0.022(2) 0.019(2) -0.0008(16) 0.0082(16) 0.0017(15) C27 0.0137(19) 0.021(2) 0.020(2) -0.0010(16) 0.0042(16) -0.0014(15) C28 0.019(2) 0.027(2) 0.020(2) 0.0008(17) 0.0051(17) -0.0020(17) C29 0.023(2) 0.029(2) 0.025(2) -0.0035(19) -0.0040(18) -0.0016(18) C30 0.035(3) 0.032(3) 0.021(2) -0.003(2) 0.0034(19) -0.004(2) C31 0.0163(19) 0.018(2) 0.015(2) 0.0003(15) 0.0043(15) -0.0042(15) C32 0.015(2) 0.025(2) 0.021(2) 0.0003(17) 0.0004(16) 0.0001(16) C33 0.014(2) 0.034(3) 0.027(2) 0.007(2) -0.0048(18) -0.0011(18) C34 0.023(2) 0.035(2) 0.017(2) 0.0002(18) -0.0023(17) -0.0107(19) C35 0.034(3) 0.025(2) 0.022(2) -0.0056(18) 0.0103(19) -0.0060(19) C36 0.0142(19) 0.027(2) 0.023(2) -0.0036(18) 0.0064(16) -0.0010(16) C41 0.0098(18) 0.0156(19) 0.018(2) 0.0016(15) 0.0015(15) 0.0015(14) C42 0.018(2) 0.015(2) 0.022(2) 0.0026(16) 0.0055(16) 0.0006(15) C43 0.017(2) 0.027(2) 0.022(2) 0.0016(17) 0.0073(16) 0.0035(17) C44 0.0140(19) 0.021(2) 0.029(2) -0.0042(17) 0.0033(17) 0.0035(16) C45 0.022(2) 0.015(2) 0.039(3) 0.0042(18) 0.0097(19) 0.0016(16) C46 0.0159(19) 0.021(2) 0.025(2) 0.0070(17) 0.0081(17) -0.0002(16) C51 0.0150(19) 0.024(2) 0.014(2) 0.0048(16) 0.0032(15) 0.0047(16) C52 0.023(2) 0.026(2) 0.026(2) 0.0000(18) 0.0088(18) 0.0028(18) C53 0.023(2) 0.032(3) 0.039(3) 0.005(2) 0.012(2) -0.0009(19) C54 0.019(2) 0.044(3) 0.033(3) 0.010(2) 0.0123(19) 0.003(2) C55 0.023(2) 0.055(3) 0.019(2) -0.004(2) 0.0101(19) -0.002(2) C56 0.022(2) 0.036(3) 0.023(2) -0.0020(19) 0.0066(18) -0.0024(19) C61 0.0110(18) 0.020(2) 0.017(2) 0.0032(16) 0.0012(15) 0.0008(15) C62 0.019(2) 0.026(2) 0.018(2) 0.0008(16) 0.0029(16) 0.0027(16) C63 0.016(2) 0.023(2) 0.029(2) 0.0035(18) 0.0003(18) 0.0031(17) C64 0.019(2) 0.024(2) 0.029(2) 0.0105(19) -0.0032(17) -0.0019(18) C65 0.025(2) 0.026(2) 0.017(2) -0.0003(17) -0.0002(17) -0.0004(18) C66 0.024(2) 0.024(2) 0.016(2) 0.0012(17) 0.0054(17) 0.0028(17) O1 0.101(4) 0.046(2) 0.065(3) -0.002(2) 0.052(3) -0.011(2) C1 0.080(5) 0.045(4) 0.090(5) 0.000(3) 0.050(4) 0.004(3) Cl1 0.0203(7) 0.0184(7) 0.0116(6) 0.0014(5) 0.0006(5) -0.0034(5) O2 0.085(7) 0.057(6) 0.083(7) -0.018(5) 0.029(6) 0.025(5) C2 0.22(3) 0.085(10) 0.16(3) 0.080(19) 0.15(3) 0.111(19) Cl2 0.0426(13) 0.0274(12) 0.0215(11) 0.0036(8) 0.0154(10) -0.0024(9) _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 P2 2.3093(10) . y Au1 P1 2.3125(10) . y Au1 Cl1 2.89040(15) . y Au1 S1 2.9395(10) 5 y S1 C18 1.705(4) . ? S1 Au1 2.9395(10) 5 ? S2 C28 1.680(4) . ? P1 C31 1.816(4) . ? P1 C41 1.816(4) . ? P1 C11 1.840(4) . ? P2 C61 1.823(4) . ? P2 C51 1.828(4) . ? P2 C21 1.834(4) . ? N12 C17 1.286(5) . ? N12 N13 1.371(4) . ? N13 C18 1.351(5) . ? N13 H13A 0.7973 . ? N14 C18 1.315(5) . ? N14 C19 1.469(5) . ? N14 H14A 0.8189 . ? N22 C27 1.277(5) . ? N22 N23 1.362(4) . ? N23 C28 1.373(5) . ? N23 H23A 0.7998 . ? N24 C28 1.326(5) . ? N24 C29 1.470(5) . ? N24 H24A 0.9590 . ? C11 C12 1.385(5) . ? C11 C16 1.407(5) . ? C12 C13 1.380(5) . ? C12 H12 0.9300 . ? C13 C14 1.377(6) . ? C13 H13 0.9300 . ? C14 C15 1.385(6) . ? C14 H14 0.9298 . ? C15 C16 1.392(5) . ? C15 H15 0.9300 . ? C16 C17 1.468(5) . ? C17 H17 0.9864 . ? C19 C20 1.518(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9701 . ? C20 H20A 0.9598 . ? C20 H20B 0.9600 . ? C20 H20C 0.9601 . ? C21 C22 1.398(5) . ? C21 C26 1.418(5) . ? C22 C23 1.363(6) . ? C22 H22 0.9300 . ? C23 C24 1.395(6) . ? C23 H23 0.9300 . ? C24 C25 1.382(6) . ? C24 H24 0.9300 . ? C25 C26 1.400(5) . ? C25 H25 0.9301 . ? C26 C27 1.473(5) . ? C27 H27 1.0274 . ? C29 C30 1.527(6) . ? C29 H29A 0.9699 . ? C29 H29B 0.9700 . ? C30 H30A 0.9602 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.383(5) . ? C31 C36 1.400(5) . ? C32 C33 1.392(5) . ? C32 H32 0.9300 . ? C33 C34 1.385(6) . ? C33 H33 0.9300 . ? C34 C35 1.373(6) . ? C34 H34 0.9298 . ? C35 C36 1.386(5) . ? C35 H35 0.9299 . ? C36 H36 0.9299 . ? C41 C46 1.390(5) . ? C41 C42 1.395(5) . ? C42 C43 1.382(5) . ? C42 H42 0.9300 . ? C43 C44 1.378(5) . ? C43 H43 0.9298 . ? C44 C45 1.388(6) . ? C44 H44 0.9300 . ? C45 C46 1.382(5) . ? C45 H45 0.9299 . ? C46 H46 0.9301 . ? C51 C52 1.381(6) . ? C51 C56 1.391(6) . ? C52 C53 1.374(6) . ? C52 H52 0.9302 . ? C53 C54 1.369(6) . ? C53 H53 0.9299 . ? C54 C55 1.386(6) . ? C54 H54 0.9301 . ? C55 C56 1.381(6) . ? C55 H55 0.9302 . ? C56 H56 0.9300 . ? C61 C66 1.385(5) . ? C61 C62 1.396(5) . ? C62 C63 1.373(5) . ? C62 H62 0.9301 . ? C63 C64 1.384(6) . ? C63 H63 0.9301 . ? C64 C65 1.376(6) . ? C64 H64 0.9302 . ? C65 C66 1.392(5) . ? C65 H65 0.9300 . ? C66 H66 0.9301 . ? O1 C1 1.473(7) . ? O1 H1 0.9601 . ? C1 H1A 0.9601 . ? C1 H1B 0.9599 . ? C1 H1C 0.9601 . ? Cl1 Au1 2.89040(15) 5 ? O2 C2 1.40(2) . ? O2 H2 0.8400 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P2 Au1 P1 143.28(3) . . ? P2 Au1 Cl1 100.33(2) . . ? P1 Au1 Cl1 106.65(2) . . ? P2 Au1 S1 108.07(3) . 5 ? P1 Au1 S1 96.08(3) . 5 ? Cl1 Au1 S1 90.931(19) . 5 ? C18 S1 Au1 113.76(13) . 5 ? C31 P1 C41 106.90(17) . . ? C31 P1 C11 104.03(17) . . ? C41 P1 C11 102.23(17) . . ? C31 P1 Au1 107.23(13) . . ? C41 P1 Au1 120.04(12) . . ? C11 P1 Au1 115.09(12) . . ? C61 P2 C51 103.13(17) . . ? C61 P2 C21 105.31(18) . . ? C51 P2 C21 106.71(18) . . ? C61 P2 Au1 113.70(13) . . ? C51 P2 Au1 118.81(13) . . ? C21 P2 Au1 108.20(12) . . ? C17 N12 N13 114.8(3) . . ? C18 N13 N12 120.7(3) . . ? C18 N13 H13A 114.1 . . ? N12 N13 H13A 122.6 . . ? C18 N14 C19 125.4(3) . . ? C18 N14 H14A 113.9 . . ? C19 N14 H14A 118.6 . . ? C27 N22 N23 116.7(3) . . ? N22 N23 C28 120.3(3) . . ? N22 N23 H23A 119.0 . . ? C28 N23 H23A 120.5 . . ? C28 N24 C29 123.8(3) . . ? C28 N24 H24A 114.2 . . ? C29 N24 H24A 121.4 . . ? C12 C11 C16 118.7(3) . . ? C12 C11 P1 120.6(3) . . ? C16 C11 P1 120.7(3) . . ? C13 C12 C11 121.5(4) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.3 . . ? C14 C13 C12 119.6(4) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 120.4(4) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C16 120.2(4) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 119.6(3) . . ? C15 C16 C17 120.1(3) . . ? C11 C16 C17 120.3(3) . . ? N12 C17 C16 121.3(3) . . ? N12 C17 H17 121.4 . . ? C16 C17 H17 117.2 . . ? N14 C18 N13 116.8(3) . . ? N14 C18 S1 124.7(3) . . ? N13 C18 S1 118.5(3) . . ? N14 C19 C20 111.9(3) . . ? N14 C19 H19A 109.2 . . ? C20 C19 H19A 109.3 . . ? N14 C19 H19B 109.3 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.4 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.6 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C26 118.4(4) . . ? C22 C21 P2 120.7(3) . . ? C26 C21 P2 120.9(3) . . ? C23 C22 C21 121.7(4) . . ? C23 C22 H22 119.1 . . ? C21 C22 H22 119.2 . . ? C22 C23 C24 120.0(4) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 119.9 . . ? C25 C24 C23 119.9(4) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 120.7(4) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.6 . . ? C25 C26 C21 119.1(4) . . ? C25 C26 C27 119.2(4) . . ? C21 C26 C27 121.7(3) . . ? N22 C27 C26 120.2(4) . . ? N22 C27 H27 117.5 . . ? C26 C27 H27 122.2 . . ? N24 C28 N23 115.3(4) . . ? N24 C28 S2 126.0(3) . . ? N23 C28 S2 118.8(3) . . ? N24 C29 C30 110.7(3) . . ? N24 C29 H29A 109.5 . . ? C30 C29 H29A 109.3 . . ? N24 C29 H29B 109.5 . . ? C30 C29 H29B 109.7 . . ? H29A C29 H29B 108.1 . . ? C29 C30 H30A 109.6 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.3 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C36 119.1(4) . . ? C32 C31 P1 123.6(3) . . ? C36 C31 P1 117.2(3) . . ? C31 C32 C33 120.3(4) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.9 . . ? C34 C33 C32 120.1(4) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 120.0 . . ? C35 C34 C33 119.8(4) . . ? C35 C34 H34 120.1 . . ? C33 C34 H34 120.1 . . ? C34 C35 C36 120.6(4) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C35 C36 C31 120.0(4) . . ? C35 C36 H36 120.1 . . ? C31 C36 H36 119.9 . . ? C46 C41 C42 118.9(3) . . ? C46 C41 P1 120.0(3) . . ? C42 C41 P1 121.0(3) . . ? C43 C42 C41 120.7(4) . . ? C43 C42 H42 119.6 . . ? C41 C42 H42 119.7 . . ? C44 C43 C42 119.9(4) . . ? C44 C43 H43 120.0 . . ? C42 C43 H43 120.0 . . ? C43 C44 C45 119.9(4) . . ? C43 C44 H44 120.1 . . ? C45 C44 H44 120.1 . . ? C46 C45 C44 120.4(4) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C45 C46 C41 120.2(4) . . ? C45 C46 H46 119.9 . . ? C41 C46 H46 119.9 . . ? C52 C51 C56 118.7(4) . . ? C52 C51 P2 117.3(3) . . ? C56 C51 P2 124.0(3) . . ? C53 C52 C51 120.8(4) . . ? C53 C52 H52 119.6 . . ? C51 C52 H52 119.6 . . ? C54 C53 C52 120.6(4) . . ? C54 C53 H53 119.6 . . ? C52 C53 H53 119.7 . . ? C53 C54 C55 119.4(4) . . ? C53 C54 H54 120.3 . . ? C55 C54 H54 120.3 . . ? C56 C55 C54 120.2(4) . . ? C56 C55 H55 119.9 . . ? C54 C55 H55 119.9 . . ? C55 C56 C51 120.2(4) . . ? C55 C56 H56 120.0 . . ? C51 C56 H56 119.8 . . ? C66 C61 C62 119.0(3) . . ? C66 C61 P2 120.0(3) . . ? C62 C61 P2 121.1(3) . . ? C63 C62 C61 120.3(4) . . ? C63 C62 H62 119.8 . . ? C61 C62 H62 119.9 . . ? C62 C63 C64 120.3(4) . . ? C62 C63 H63 119.9 . . ? C64 C63 H63 119.9 . . ? C65 C64 C63 120.1(4) . . ? C65 C64 H64 120.0 . . ? C63 C64 H64 119.9 . . ? C64 C65 C66 119.7(4) . . ? C64 C65 H65 120.2 . . ? C66 C65 H65 120.1 . . ? C61 C66 C65 120.5(4) . . ? C61 C66 H66 119.8 . . ? C65 C66 H66 119.7 . . ? C1 O1 H1 108.6 . . ? O1 C1 H1A 109.4 . . ? O1 C1 H1B 109.8 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.2 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? Au1 Cl1 Au1 180.000(10) 5 . ? C2 O2 H2 109.5 . . ? O2 C2 H2A 109.5 . . ? O2 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? O2 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? 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 P2 Au1 P1 C31 69.42(14) . . . . ? Cl1 Au1 P1 C31 -155.02(13) . . . . ? S1 Au1 P1 C31 -62.22(13) 5 . . . ? P2 Au1 P1 C41 -168.51(14) . . . . ? Cl1 Au1 P1 C41 -32.96(14) . . . . ? S1 Au1 P1 C41 59.85(14) 5 . . . ? P2 Au1 P1 C11 -45.76(15) . . . . ? Cl1 Au1 P1 C11 89.79(13) . . . . ? S1 Au1 P1 C11 -177.40(13) 5 . . . ? P1 Au1 P2 C61 82.64(15) . . . . ? Cl1 Au1 P2 C61 -54.37(14) . . . . ? S1 Au1 P2 C61 -148.77(14) 5 . . . ? P1 Au1 P2 C51 -155.72(15) . . . . ? Cl1 Au1 P2 C51 67.28(15) . . . . ? S1 Au1 P2 C51 -27.13(15) 5 . . . ? P1 Au1 P2 C21 -33.97(15) . . . . ? Cl1 Au1 P2 C21 -170.97(13) . . . . ? S1 Au1 P2 C21 94.62(13) 5 . . . ? C17 N12 N13 C18 177.3(3) . . . . ? C27 N22 N23 C28 -178.3(4) . . . . ? C31 P1 C11 C12 6.9(4) . . . . ? C41 P1 C11 C12 -104.3(3) . . . . ? Au1 P1 C11 C12 123.9(3) . . . . ? C31 P1 C11 C16 -175.4(3) . . . . ? C41 P1 C11 C16 73.4(3) . . . . ? Au1 P1 C11 C16 -58.4(3) . . . . ? C16 C11 C12 C13 -0.3(6) . . . . ? P1 C11 C12 C13 177.5(3) . . . . ? C11 C12 C13 C14 -0.1(6) . . . . ? C12 C13 C14 C15 0.3(6) . . . . ? C13 C14 C15 C16 -0.1(6) . . . . ? C14 C15 C16 C11 -0.3(6) . . . . ? C14 C15 C16 C17 179.8(4) . . . . ? C12 C11 C16 C15 0.5(5) . . . . ? P1 C11 C16 C15 -177.2(3) . . . . ? C12 C11 C16 C17 -179.6(3) . . . . ? P1 C11 C16 C17 2.7(5) . . . . ? N13 N12 C17 C16 -178.5(3) . . . . ? C15 C16 C17 N12 -14.9(6) . . . . ? C11 C16 C17 N12 165.2(4) . . . . ? C19 N14 C18 N13 -177.5(3) . . . . ? C19 N14 C18 S1 4.1(6) . . . . ? N12 N13 C18 N14 6.9(5) . . . . ? N12 N13 C18 S1 -174.6(3) . . . . ? Au1 S1 C18 N14 172.6(3) 5 . . . ? Au1 S1 C18 N13 -5.8(3) 5 . . . ? C18 N14 C19 C20 83.8(5) . . . . ? C61 P2 C21 C22 -11.2(4) . . . . ? C51 P2 C21 C22 -120.3(3) . . . . ? Au1 P2 C21 C22 110.8(3) . . . . ? C61 P2 C21 C26 171.8(3) . . . . ? C51 P2 C21 C26 62.6(3) . . . . ? Au1 P2 C21 C26 -66.3(3) . . . . ? C26 C21 C22 C23 -3.7(6) . . . . ? P2 C21 C22 C23 179.2(3) . . . . ? C21 C22 C23 C24 -1.1(7) . . . . ? C22 C23 C24 C25 3.6(7) . . . . ? C23 C24 C25 C26 -1.4(6) . . . . ? C24 C25 C26 C21 -3.3(6) . . . . ? C24 C25 C26 C27 175.7(4) . . . . ? C22 C21 C26 C25 5.8(6) . . . . ? P2 C21 C26 C25 -177.1(3) . . . . ? C22 C21 C26 C27 -173.2(3) . . . . ? P2 C21 C26 C27 3.9(5) . . . . ? N23 N22 C27 C26 -175.1(3) . . . . ? C25 C26 C27 N22 10.6(6) . . . . ? C21 C26 C27 N22 -170.4(4) . . . . ? C29 N24 C28 N23 174.1(4) . . . . ? C29 N24 C28 S2 -5.4(6) . . . . ? N22 N23 C28 N24 2.3(5) . . . . ? N22 N23 C28 S2 -178.2(3) . . . . ? C28 N24 C29 C30 -90.6(5) . . . . ? C41 P1 C31 C32 2.8(4) . . . . ? C11 P1 C31 C32 -104.9(4) . . . . ? Au1 P1 C31 C32 132.7(3) . . . . ? C41 P1 C31 C36 -177.9(3) . . . . ? C11 P1 C31 C36 74.4(3) . . . . ? Au1 P1 C31 C36 -48.0(3) . . . . ? C36 C31 C32 C33 -1.2(6) . . . . ? P1 C31 C32 C33 178.1(3) . . . . ? C31 C32 C33 C34 -0.7(6) . . . . ? C32 C33 C34 C35 1.9(6) . . . . ? C33 C34 C35 C36 -1.3(7) . . . . ? C34 C35 C36 C31 -0.6(6) . . . . ? C32 C31 C36 C35 1.8(6) . . . . ? P1 C31 C36 C35 -177.6(3) . . . . ? C31 P1 C41 C46 98.9(3) . . . . ? C11 P1 C41 C46 -152.1(3) . . . . ? Au1 P1 C41 C46 -23.3(4) . . . . ? C31 P1 C41 C42 -83.2(3) . . . . ? C11 P1 C41 C42 25.8(3) . . . . ? Au1 P1 C41 C42 154.6(3) . . . . ? C46 C41 C42 C43 0.6(6) . . . . ? P1 C41 C42 C43 -177.2(3) . . . . ? C41 C42 C43 C44 -0.9(6) . . . . ? C42 C43 C44 C45 1.1(6) . . . . ? C43 C44 C45 C46 -1.1(6) . . . . ? C44 C45 C46 C41 0.8(6) . . . . ? C42 C41 C46 C45 -0.6(6) . . . . ? P1 C41 C46 C45 177.3(3) . . . . ? C61 P2 C51 C52 68.4(3) . . . . ? C21 P2 C51 C52 179.1(3) . . . . ? Au1 P2 C51 C52 -58.4(3) . . . . ? C61 P2 C51 C56 -111.6(4) . . . . ? C21 P2 C51 C56 -1.0(4) . . . . ? Au1 P2 C51 C56 121.5(3) . . . . ? C56 C51 C52 C53 -0.5(6) . . . . ? P2 C51 C52 C53 179.4(3) . . . . ? C51 C52 C53 C54 -0.1(6) . . . . ? C52 C53 C54 C55 0.6(7) . . . . ? C53 C54 C55 C56 -0.5(7) . . . . ? C54 C55 C56 C51 -0.2(7) . . . . ? C52 C51 C56 C55 0.7(6) . . . . ? P2 C51 C56 C55 -179.2(3) . . . . ? C51 P2 C61 C66 -121.3(3) . . . . ? C21 P2 C61 C66 127.0(3) . . . . ? Au1 P2 C61 C66 8.7(4) . . . . ? C51 P2 C61 C62 58.5(4) . . . . ? C21 P2 C61 C62 -53.2(4) . . . . ? Au1 P2 C61 C62 -171.5(3) . . . . ? C66 C61 C62 C63 -3.7(6) . . . . ? P2 C61 C62 C63 176.4(3) . . . . ? C61 C62 C63 C64 2.6(6) . . . . ? C62 C63 C64 C65 0.6(6) . . . . ? C63 C64 C65 C66 -2.6(6) . . . . ? C62 C61 C66 C65 1.7(6) . . . . ? P2 C61 C66 C65 -178.4(3) . . . . ? C64 C65 C66 C61 1.4(6) . . . . ? 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 0.80 2.39 3.160(3) 161.2 . N14 H14A N12 0.82 2.24 2.648(4) 111.5 . N14 H14A O2 0.82 2.52 2.985(9) 117.3 8_455 N14 H14A Cl2 0.82 2.66 3.264(4) 131.9 7 N23 H23A S1 0.80 2.83 3.590(3) 160.1 5 N24 H24A O1 0.96 2.19 2.919(5) 132.1 4 O1 H1 Cl2 0.96 2.19 3.141(5) 170.1 2_655 O2 H2 Cl2 0.84 2.33 3.117(8) 157.4 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.197 _refine_diff_density_min -0.797 _refine_diff_density_rms 0.127 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.462 0.250 62 20 ' ' 2 0.000 0.538 0.750 62 20 ' ' 3 0.049 0.104 0.208 9 1 ' ' 4 0.049 0.896 0.708 9 1 ' ' 5 0.500 0.962 0.250 62 20 ' ' 6 0.500 0.038 0.750 62 20 ' ' 7 0.451 0.604 0.292 9 1 ' ' 8 0.451 0.396 0.792 9 1 ' ' 9 0.549 0.604 0.208 9 1 ' ' 10 0.549 0.396 0.708 9 1 ' ' 11 0.951 0.104 0.292 9 1 ' ' 12 0.951 0.896 0.792 9 1 ' ' _platon_squeeze_details ; ;