# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2007 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Shim Sung Lee' _publ_contact_author_address ; Chemistry Gyeongsang National University Jinju 660-701 SOUTH KOREA ; _publ_contact_author_email SSLEE@GSNU.AC.KR _publ_section_title ; Exo-coordinated discrete and continuous supramolecular silver(I) complexes with thiaoxa-macrocycles ; loop_ _publ_author_name 'Shim Sung Lee' 'Kyu Seong Choi' 'Hyun Jee Kim' 'So Young Lee' 'Il Yoon' data_Complex1 _database_code_depnum_ccdc_archive 'CCDC 645642' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H56 Ag4 Cl4 N4 O16 S6' _chemical_formula_weight 1662.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 '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' O O 0.0106 0.0060 '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' Ag Ag -0.8971 1.1015 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5230(6) _cell_length_b 12.0312(7) _cell_length_c 14.1546(8) _cell_angle_alpha 73.5120(10) _cell_angle_beta 86.3030(10) _cell_angle_gamma 67.5430(10) _cell_volume 1435.36(15) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7956 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 28.25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.923 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 828 _exptl_absorpt_coefficient_mu 1.817 _exptl_absorpt_correction_type 'empirical (SADABS)' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ; Ratio of minimum to maximum apparent transmission: 0.841141 ; _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11716 _diffrn_reflns_av_R_equivalents 0.0166 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5745 _reflns_number_gt 5014 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0247P)^2^+1.1143P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5745 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0296 _refine_ls_R_factor_gt 0.0239 _refine_ls_wR_factor_ref 0.0570 _refine_ls_wR_factor_gt 0.0547 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Ag1 Ag 0.73431(2) 0.014395(18) 0.323992(15) 0.02999(6) Uani 1 1 d . . . Ag2 Ag 0.43010(2) -0.205766(18) 0.390838(15) 0.02990(6) Uani 1 1 d . . . S1 S 0.65207(7) 0.08658(6) 0.14725(5) 0.02557(13) Uani 1 1 d . . . S2 S 0.44240(6) 0.00682(5) 0.34695(4) 0.02243(12) Uani 1 1 d . . . S3 S 0.06495(7) 0.10838(5) 0.54328(5) 0.02322(13) Uani 1 1 d . . . O1 O 0.1190(2) 0.40351(16) 0.38664(13) 0.0273(4) Uani 1 1 d . . . O2 O 0.2787(2) 0.41009(16) 0.11202(13) 0.0315(4) Uani 1 1 d . . . O3 O 0.6829(2) 0.3045(2) 0.45822(17) 0.0469(5) Uani 1 1 d . . . O4 O 0.7763(2) 0.2320(2) 0.33313(15) 0.0456(5) Uani 1 1 d . . . O5 O 0.6087(3) 0.1750(2) 0.42007(19) 0.0502(6) Uani 1 1 d . . . O6 O 0.2710(2) -0.26918(18) 0.31712(13) 0.0330(4) Uani 1 1 d . . . O7 O 0.1178(3) -0.2021(2) 0.18904(17) 0.0512(6) Uani 1 1 d . . . O8 O 0.2779(3) -0.11542(19) 0.19486(16) 0.0469(5) Uani 1 1 d . . . N1 N 0.6898(2) 0.23903(19) 0.40241(16) 0.0279(5) Uani 1 1 d . . . N2 N 0.2203(2) -0.1936(2) 0.23282(17) 0.0309(5) Uani 1 1 d . . . C1 C 0.1723(3) 0.4658(2) 0.29848(18) 0.0273(5) Uani 1 1 d . . . H1A H 0.2815 0.4185 0.2916 0.033 Uiso 1 1 calc R . . H1B H 0.1584 0.5515 0.2991 0.033 Uiso 1 1 calc R . . C2 C 0.0760(3) 0.4703(3) 0.21529(19) 0.0297(6) Uani 1 1 d . . . H2A H 0.0719 0.3865 0.2262 0.036 Uiso 1 1 calc R . . H2B H -0.0291 0.5304 0.2171 0.036 Uiso 1 1 calc R . . C3 C 0.1344(3) 0.5080(2) 0.11460(19) 0.0301(6) Uani 1 1 d . . . H3A H 0.0627 0.5172 0.0626 0.036 Uiso 1 1 calc R . . H3B H 0.1465 0.5887 0.1038 0.036 Uiso 1 1 calc R . . C4 C 0.3485(3) 0.4139(2) 0.02381(18) 0.0243(5) Uani 1 1 d . . . C5 C 0.2769(3) 0.4918(2) -0.06709(19) 0.0278(5) Uani 1 1 d . . . H5A H 0.1739 0.5481 -0.0704 0.033 Uiso 1 1 calc R . . C6 C 0.3552(3) 0.4876(2) -0.15272(19) 0.0297(6) Uani 1 1 d . . . H6A H 0.3057 0.5406 -0.2146 0.036 Uiso 1 1 calc R . . C7 C 0.5057(3) 0.4064(3) -0.1484(2) 0.0329(6) Uani 1 1 d . . . H7A H 0.5595 0.4032 -0.2071 0.039 Uiso 1 1 calc R . . C8 C 0.5771(3) 0.3298(2) -0.05742(19) 0.0296(6) Uani 1 1 d . . . H8A H 0.6803 0.2741 -0.0547 0.036 Uiso 1 1 calc R . . C9 C 0.5015(3) 0.3324(2) 0.02969(18) 0.0234(5) Uani 1 1 d . . . C10 C 0.5840(3) 0.2561(2) 0.12778(18) 0.0243(5) Uani 1 1 d . . . H10A H 0.5151 0.2785 0.1807 0.029 Uiso 1 1 calc R . . H10B H 0.6721 0.2787 0.1336 0.029 Uiso 1 1 calc R . . C11 C 0.4751(3) 0.0625(2) 0.14614(19) 0.0300(6) Uani 1 1 d . . . H11A H 0.4228 0.1094 0.0803 0.036 Uiso 1 1 calc R . . H11B H 0.5005 -0.0276 0.1541 0.036 Uiso 1 1 calc R . . C12 C 0.3638(3) 0.1010(2) 0.22345(19) 0.0272(5) Uani 1 1 d . . . H12A H 0.2685 0.0910 0.2115 0.033 Uiso 1 1 calc R . . H12B H 0.3388 0.1904 0.2179 0.033 Uiso 1 1 calc R . . C13 C 0.3170(3) 0.0970(2) 0.4237(2) 0.0253(5) Uani 1 1 d . . . H13A H 0.3636 0.0640 0.4915 0.030 Uiso 1 1 calc R . . H13B H 0.3084 0.1850 0.3982 0.030 Uiso 1 1 calc R . . C14 C 0.1575(3) 0.0947(2) 0.42808(19) 0.0255(5) Uani 1 1 d . . . H14A H 0.1637 0.0154 0.4170 0.031 Uiso 1 1 calc R . . H14B H 0.0928 0.1643 0.3733 0.031 Uiso 1 1 calc R . . C15 C 0.0040(3) 0.2729(2) 0.53933(19) 0.0235(5) Uani 1 1 d . . . H15A H -0.0474 0.3245 0.4740 0.028 Uiso 1 1 calc R . . H15B H -0.0724 0.2899 0.5896 0.028 Uiso 1 1 calc R . . C16 C 0.1272(3) 0.3160(2) 0.55647(18) 0.0208(5) Uani 1 1 d . . . C17 C 0.1834(3) 0.2929(2) 0.65087(19) 0.0263(5) Uani 1 1 d . . . H17A H 0.1476 0.2457 0.7055 0.032 Uiso 1 1 calc R . . C18 C 0.2922(3) 0.3382(2) 0.6669(2) 0.0306(6) Uani 1 1 d . . . H18A H 0.3312 0.3207 0.7318 0.037 Uiso 1 1 calc R . . C19 C 0.3427(3) 0.4089(2) 0.5873(2) 0.0298(6) Uani 1 1 d . . . H19A H 0.3641 0.4784 0.6005 0.036 Uiso 1 1 calc R . . C20 C 0.2881(3) 0.4330(2) 0.4912(2) 0.0267(5) Uani 1 1 d . . . H20A H 0.3236 0.4808 0.4367 0.032 Uiso 1 1 calc R . . C21 C 0.1808(3) 0.3859(2) 0.47658(18) 0.0218(5) Uani 1 1 d . . . Cl1 Cl 0.19807(9) 0.20534(7) -0.06506(6) 0.04883(19) Uani 1 1 d . . . Cl2 Cl -0.00723(9) 0.17026(9) 0.09252(7) 0.0588(2) Uani 1 1 d . . . C22 C 0.1029(4) 0.1084(3) 0.0013(2) 0.0436(7) Uani 1 1 d . . . H22A H 0.0362 0.1004 -0.0451 0.052 Uiso 1 1 calc R . . H22B H 0.1788 0.0237 0.0327 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.03137(11) 0.02348(10) 0.03015(11) -0.00319(8) -0.00563(8) -0.00710(8) Ag2 0.03038(11) 0.02320(10) 0.03704(12) -0.00806(8) -0.00212(8) -0.01085(8) S1 0.0264(3) 0.0214(3) 0.0265(3) -0.0059(2) 0.0024(2) -0.0073(2) S2 0.0194(3) 0.0205(3) 0.0273(3) -0.0072(2) 0.0005(2) -0.0070(2) S3 0.0192(3) 0.0216(3) 0.0300(3) -0.0060(2) 0.0016(2) -0.0099(2) O1 0.0282(9) 0.0294(9) 0.0257(9) -0.0044(7) 0.0022(7) -0.0151(8) O2 0.0277(9) 0.0273(9) 0.0267(9) -0.0020(7) 0.0048(7) -0.0012(8) O3 0.0421(12) 0.0478(13) 0.0646(15) -0.0327(11) -0.0041(10) -0.0186(10) O4 0.0475(13) 0.0473(13) 0.0358(12) -0.0036(10) 0.0079(10) -0.0181(10) O5 0.0487(13) 0.0363(11) 0.0819(17) -0.0279(12) 0.0189(12) -0.0280(10) O6 0.0358(10) 0.0409(11) 0.0254(10) -0.0048(8) 0.0012(8) -0.0211(9) O7 0.0437(13) 0.0643(15) 0.0519(14) -0.0159(11) -0.0142(10) -0.0250(12) O8 0.0663(15) 0.0331(11) 0.0438(13) 0.0006(9) -0.0082(11) -0.0280(11) N1 0.0268(11) 0.0207(10) 0.0314(12) -0.0007(9) -0.0073(9) -0.0073(9) N2 0.0291(12) 0.0315(12) 0.0339(13) -0.0126(10) -0.0014(10) -0.0106(10) C1 0.0267(13) 0.0262(13) 0.0279(13) -0.0047(10) 0.0045(10) -0.0113(11) C2 0.0236(13) 0.0316(14) 0.0285(14) -0.0065(11) 0.0020(10) -0.0062(11) C3 0.0249(13) 0.0271(13) 0.0286(14) -0.0042(11) 0.0002(11) -0.0018(11) C4 0.0296(13) 0.0214(12) 0.0226(12) -0.0044(10) 0.0024(10) -0.0121(10) C5 0.0285(13) 0.0214(12) 0.0307(14) -0.0046(10) -0.0001(11) -0.0080(10) C6 0.0443(16) 0.0228(12) 0.0218(13) -0.0030(10) -0.0026(11) -0.0141(12) C7 0.0436(16) 0.0325(14) 0.0247(13) -0.0110(11) 0.0085(12) -0.0156(12) C8 0.0311(14) 0.0289(13) 0.0295(14) -0.0108(11) 0.0064(11) -0.0109(11) C9 0.0266(13) 0.0187(11) 0.0263(13) -0.0059(10) 0.0016(10) -0.0106(10) C10 0.0264(13) 0.0208(12) 0.0262(13) -0.0066(10) 0.0010(10) -0.0093(10) C11 0.0345(14) 0.0290(13) 0.0287(14) -0.0064(11) -0.0016(11) -0.0153(11) C12 0.0244(13) 0.0231(12) 0.0325(14) -0.0020(10) -0.0054(10) -0.0103(10) C13 0.0205(12) 0.0242(12) 0.0358(14) -0.0140(11) 0.0025(10) -0.0096(10) C14 0.0205(12) 0.0287(13) 0.0303(13) -0.0128(11) 0.0012(10) -0.0094(10) C15 0.0184(11) 0.0203(12) 0.0309(13) -0.0080(10) 0.0033(10) -0.0062(9) C16 0.0163(11) 0.0159(11) 0.0296(13) -0.0094(9) 0.0024(9) -0.0033(9) C17 0.0261(13) 0.0215(12) 0.0277(13) -0.0085(10) 0.0012(10) -0.0040(10) C18 0.0312(14) 0.0250(13) 0.0341(14) -0.0143(11) -0.0075(11) -0.0033(11) C19 0.0244(13) 0.0209(12) 0.0465(16) -0.0163(11) -0.0045(11) -0.0051(10) C20 0.0220(12) 0.0182(12) 0.0395(15) -0.0077(11) 0.0017(11) -0.0073(10) C21 0.0198(11) 0.0180(11) 0.0269(13) -0.0087(9) -0.0005(9) -0.0043(9) Cl1 0.0457(4) 0.0402(4) 0.0526(5) 0.0008(3) -0.0118(4) -0.0154(3) Cl2 0.0325(4) 0.0564(5) 0.0724(6) -0.0135(4) 0.0007(4) -0.0037(4) C22 0.0459(18) 0.0377(16) 0.0436(18) -0.0028(13) -0.0101(14) -0.0162(14) _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 Ag1 S3 2.4691(6) 2_656 ? Ag1 S1 2.4751(7) . ? Ag1 O5 2.555(2) . ? Ag1 S2 2.8110(6) . ? Ag2 O6 2.3466(18) . ? Ag2 S2 2.5017(6) . ? Ag2 C19 2.524(2) 2_656 ? Ag2 O3 2.524(2) 2_656 ? S1 C11 1.817(3) . ? S1 C10 1.830(2) . ? S2 C13 1.815(2) . ? S2 C12 1.815(3) . ? S3 C14 1.822(3) . ? S3 C15 1.823(2) . ? S3 Ag1 2.4691(6) 2_656 ? O1 C21 1.364(3) . ? O1 C1 1.434(3) . ? O2 C4 1.374(3) . ? O2 C3 1.434(3) . ? O3 N1 1.247(3) . ? O3 Ag2 2.524(2) 2_656 ? O4 N1 1.240(3) . ? O5 N1 1.254(3) . ? O6 N2 1.267(3) . ? O7 N2 1.240(3) . ? O8 N2 1.243(3) . ? C1 C2 1.516(4) . ? C2 C3 1.507(4) . ? C4 C5 1.393(3) . ? C4 C9 1.403(3) . ? C5 C6 1.385(4) . ? C6 C7 1.385(4) . ? C7 C8 1.390(4) . ? C8 C9 1.389(4) . ? C9 C10 1.502(3) . ? C11 C12 1.516(4) . ? C13 C14 1.526(3) . ? C15 C16 1.509(3) . ? C16 C17 1.385(3) . ? C16 C21 1.400(3) . ? C17 C18 1.397(4) . ? C18 C19 1.386(4) . ? C19 C20 1.399(4) . ? C19 Ag2 2.524(2) 2_656 ? C20 C21 1.394(3) . ? Cl1 C22 1.771(3) . ? Cl2 C22 1.760(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S3 Ag1 S1 150.05(2) 2_656 . ? S3 Ag1 O5 90.15(6) 2_656 . ? S1 Ag1 O5 115.02(6) . . ? S3 Ag1 S2 120.75(2) 2_656 . ? S1 Ag1 S2 82.01(2) . . ? O5 Ag1 S2 78.31(5) . . ? O6 Ag2 S2 127.40(5) . . ? O6 Ag2 C19 94.57(7) . 2_656 ? S2 Ag2 C19 124.92(6) . 2_656 ? O6 Ag2 O3 79.68(6) . 2_656 ? S2 Ag2 O3 126.72(5) . 2_656 ? C19 Ag2 O3 90.45(8) 2_656 2_656 ? C11 S1 C10 101.99(12) . . ? C11 S1 Ag1 104.28(9) . . ? C10 S1 Ag1 99.47(8) . . ? C13 S2 C12 102.43(12) . . ? C13 S2 Ag2 109.22(8) . . ? C12 S2 Ag2 112.83(8) . . ? C13 S2 Ag1 117.00(8) . . ? C12 S2 Ag1 97.66(8) . . ? Ag2 S2 Ag1 116.29(2) . . ? C14 S3 C15 105.69(12) . . ? C14 S3 Ag1 106.15(8) . 2_656 ? C15 S3 Ag1 107.64(8) . 2_656 ? C21 O1 C1 120.09(19) . . ? C4 O2 C3 118.31(19) . . ? N1 O3 Ag2 102.40(16) . 2_656 ? N1 O5 Ag1 102.46(16) . . ? N2 O6 Ag2 110.36(14) . . ? O4 N1 O3 122.8(2) . . ? O4 N1 O5 119.4(2) . . ? O3 N1 O5 117.8(2) . . ? O7 N2 O8 121.7(2) . . ? O7 N2 O6 119.2(2) . . ? O8 N2 O6 119.1(2) . . ? O1 C1 C2 104.83(19) . . ? C3 C2 C1 113.6(2) . . ? O2 C3 C2 106.5(2) . . ? O2 C4 C5 124.1(2) . . ? O2 C4 C9 115.5(2) . . ? C5 C4 C9 120.3(2) . . ? C6 C5 C4 120.2(2) . . ? C7 C6 C5 120.2(2) . . ? C6 C7 C8 119.4(2) . . ? C9 C8 C7 121.7(2) . . ? C8 C9 C4 118.2(2) . . ? C8 C9 C10 120.8(2) . . ? C4 C9 C10 120.9(2) . . ? C9 C10 S1 114.07(17) . . ? C12 C11 S1 116.87(18) . . ? C11 C12 S2 111.26(18) . . ? C14 C13 S2 114.20(17) . . ? C13 C14 S3 115.06(17) . . ? C16 C15 S3 116.32(16) . . ? C17 C16 C21 119.0(2) . . ? C17 C16 C15 121.0(2) . . ? C21 C16 C15 119.9(2) . . ? C16 C17 C18 120.9(2) . . ? C19 C18 C17 119.5(2) . . ? C18 C19 C20 120.6(2) . . ? C18 C19 Ag2 83.04(15) . 2_656 ? C20 C19 Ag2 102.45(16) . 2_656 ? C21 C20 C19 119.0(2) . . ? O1 C21 C20 124.4(2) . . ? O1 C21 C16 114.7(2) . . ? C20 C21 C16 120.9(2) . . ? Cl2 C22 Cl1 111.40(17) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.685 _refine_diff_density_min -0.523 _refine_diff_density_rms 0.067 # Attachment 'Complex2.cif' data_Complex2 _database_code_depnum_ccdc_archive 'CCDC 645643' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C88 H112 Ag4 Cl8 F24 O8 P4 S12' _chemical_formula_weight 2977.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 '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' F F 0.0171 0.0103 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 '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' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4/mnc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' 'y+1/2, x+1/2, -z+1/2' '-y+1/2, -x+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' 'x-1/2, -y-1/2, z-1/2' '-x-1/2, y-1/2, z-1/2' '-y-1/2, -x-1/2, z-1/2' 'y-1/2, x-1/2, z-1/2' _cell_length_a 15.8399(10) _cell_length_b 15.8399(10) _cell_length_c 22.847(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5732.5(9) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2167 _cell_measurement_theta_min 2.88 _cell_measurement_theta_max 20.01 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2992 _exptl_absorpt_coefficient_mu 1.223 _exptl_absorpt_correction_type 'Empirical SADABS' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ; Ratio of minimum to maximum apparent transmission: 0.661345 ; _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30396 _diffrn_reflns_av_R_equivalents 0.2592 _diffrn_reflns_av_sigmaI/netI 0.1305 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.02 _reflns_number_total 2913 _reflns_number_gt 1434 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1462P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0124(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2913 _refine_ls_number_parameters 179 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1902 _refine_ls_R_factor_gt 0.0806 _refine_ls_wR_factor_ref 0.2669 _refine_ls_wR_factor_gt 0.1821 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.062 _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 Ag1 Ag 0.20718(7) 0.05943(7) 0.5000 0.0366(5) Uani 1 2 d S . . S1 S 0.25217(17) 0.11996(17) 0.59936(13) 0.0382(8) Uani 1 1 d . . . S2 S 0.0995(2) 0.1900(2) 0.5000 0.0400(10) Uani 1 2 d S . . O1 O 0.3247(5) 0.3615(5) 0.5674(4) 0.056(2) Uani 1 1 d . . . C1 C 0.2657(14) 0.4627(11) 0.5000 0.082(8) Uani 1 2 d S . . H1A H 0.2432 0.5210 0.5000 0.098 Uiso 1 2 calc SR . . H1B H 0.2167 0.4238 0.5000 0.098 Uiso 1 2 calc SR . . C2 C 0.3131(9) 0.4497(7) 0.5551(8) 0.076(5) Uani 1 1 d . . . H2A H 0.3690 0.4774 0.5519 0.091 Uiso 1 1 calc R . . H2B H 0.2821 0.4765 0.5878 0.091 Uiso 1 1 calc R . . C3 C 0.3483(7) 0.3377(9) 0.6220(6) 0.051(3) Uani 1 1 d . . . C4 C 0.3647(9) 0.3962(12) 0.6668(7) 0.080(5) Uani 1 1 d . . . H4A H 0.3590 0.4550 0.6596 0.096 Uiso 1 1 calc R . . C5 C 0.3883(11) 0.3686(15) 0.7194(9) 0.101(7) Uani 1 1 d . . . H5A H 0.3982 0.4085 0.7497 0.121 Uiso 1 1 calc R . . C6 C 0.3989(10) 0.2835(15) 0.7312(7) 0.092(6) Uani 1 1 d . . . H6A H 0.4166 0.2649 0.7688 0.111 Uiso 1 1 calc R . . C7 C 0.3828(8) 0.2258(11) 0.6865(6) 0.067(4) Uani 1 1 d . . . H7A H 0.3888 0.1671 0.6940 0.081 Uiso 1 1 calc R . . C8 C 0.3586(7) 0.2523(8) 0.6323(5) 0.047(3) Uani 1 1 d . . . C9 C 0.3410(6) 0.1889(7) 0.5844(5) 0.039(3) Uani 1 1 d . . . H9A H 0.3921 0.1538 0.5785 0.047 Uiso 1 1 calc R . . H9B H 0.3301 0.2197 0.5475 0.047 Uiso 1 1 calc R . . C10 C 0.1688(7) 0.1955(7) 0.6115(5) 0.046(3) Uani 1 1 d . . . H10A H 0.1185 0.1642 0.6253 0.056 Uiso 1 1 calc R . . H10B H 0.1866 0.2332 0.6438 0.056 Uiso 1 1 calc R . . C11 C 0.1429(7) 0.2491(7) 0.5614(6) 0.057(4) Uani 1 1 d . . . H11A H 0.1925 0.2816 0.5477 0.068 Uiso 1 1 calc R . . H11B H 0.1000 0.2901 0.5751 0.068 Uiso 1 1 calc R . . P1 P 0.0000 0.0000 0.6253(3) 0.0438(16) Uani 1 4 d S . . P2 P 0.0000 0.5000 0.5000 0.059(2) Uani 1 4 d S . . F1 F 0.0000 0.0000 0.5627(15) 0.32(3) Uani 1 4 d S . . F2 F 0.0947(5) 0.0071(5) 0.6243(7) 0.160(7) Uani 1 1 d . . . F3 F 0.0000 0.0000 0.6869(11) 0.227(18) Uani 1 4 d S . . F4 F 0.0687(6) 0.4826(6) 0.5492(5) 0.100(3) Uani 1 1 d . . . F5 F -0.0221(8) 0.4035(7) 0.5000 0.096(4) Uani 1 2 d S . . Cl1 Cl 0.0879(7) 0.3978(6) 0.6873(3) 0.211(4) Uani 1 1 d U . . C12 C 0.1418(14) 0.3582(14) 0.7500 0.139(12) Uani 1 2 d SU . . H12A H 0.1320 0.2967 0.7539 0.166 Uiso 0.50 1 calc PR . . H12B H 0.2033 0.3680 0.7461 0.166 Uiso 0.50 1 calc PR . . 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 Ag1 0.0341(8) 0.0230(7) 0.0527(9) 0.000 0.000 -0.0017(5) S1 0.0352(15) 0.0321(15) 0.0474(17) 0.0017(13) 0.0002(13) -0.0026(11) S2 0.025(2) 0.030(2) 0.065(3) 0.000 0.000 0.0003(16) O1 0.052(5) 0.040(5) 0.076(7) -0.024(5) 0.006(5) 0.001(4) C1 0.059(13) 0.018(9) 0.17(3) 0.000 0.000 -0.007(8) C2 0.060(9) 0.021(6) 0.145(16) -0.017(8) 0.002(10) 0.005(6) C3 0.039(7) 0.070(9) 0.043(7) -0.027(7) 0.016(6) -0.016(6) C4 0.064(10) 0.106(13) 0.069(11) -0.052(10) 0.018(8) -0.028(9) C5 0.078(12) 0.142(19) 0.083(14) -0.060(14) 0.033(10) -0.060(13) C6 0.069(11) 0.159(19) 0.048(9) -0.025(11) 0.007(8) -0.046(13) C7 0.056(9) 0.105(12) 0.040(8) 0.007(8) -0.004(7) -0.034(8) C8 0.030(6) 0.062(8) 0.048(8) -0.012(6) 0.009(5) -0.019(6) C9 0.034(6) 0.039(6) 0.044(7) 0.000(5) 0.002(5) 0.000(5) C10 0.034(6) 0.042(7) 0.064(8) -0.022(6) 0.004(6) 0.005(5) C11 0.038(6) 0.033(6) 0.100(11) -0.012(7) -0.020(7) 0.009(5) P1 0.040(2) 0.040(2) 0.052(4) 0.000 0.000 0.000 P2 0.042(4) 0.040(4) 0.094(6) 0.000 0.000 -0.005(3) F1 0.44(5) 0.44(5) 0.09(2) 0.000 0.000 0.000 F2 0.042(5) 0.047(5) 0.39(2) 0.003(8) 0.051(9) -0.006(4) F3 0.31(3) 0.31(3) 0.064(16) 0.000 0.000 0.000 F4 0.086(6) 0.091(7) 0.124(8) 0.011(6) -0.040(6) -0.003(5) F5 0.097(9) 0.054(7) 0.136(12) 0.000 0.000 -0.026(7) Cl1 0.302(11) 0.187(8) 0.143(6) -0.052(6) -0.044(7) 0.090(8) C12 0.165(19) 0.165(19) 0.085(19) -0.034(16) -0.034(16) 0.06(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 S2 2.532(4) 11_556 ? Ag1 S1 2.565(3) . ? Ag1 S1 2.565(3) 10_556 ? Ag1 S2 2.681(4) . ? S1 C10 1.803(11) . ? S1 C9 1.814(10) . ? S2 C11 1.822(13) . ? S2 C11 1.822(13) 10_556 ? S2 Ag1 2.532(4) 3 ? O1 C3 1.357(15) . ? O1 C2 1.437(15) . ? C1 C2 1.480(19) . ? C1 C2 1.480(19) 10_556 ? C3 C8 1.382(18) . ? C3 C4 1.404(17) . ? C4 C5 1.33(2) . ? C5 C6 1.39(3) . ? C6 C7 1.39(2) . ? C7 C8 1.364(18) . ? C8 C9 1.510(16) . ? C10 C11 1.484(17) . ? P1 F3 1.41(3) . ? P1 F1 1.43(3) . ? P1 F2 1.505(8) 2 ? P1 F2 1.505(8) . ? P1 F2 1.505(8) 3 ? P1 F2 1.505(8) 4 ? P2 F5 1.568(11) 9_566 ? P2 F5 1.568(11) . ? P2 F4 1.589(9) 9_566 ? P2 F4 1.589(9) 2_565 ? P2 F4 1.589(9) . ? P2 F4 1.589(9) 10_556 ? Cl1 C12 1.783(19) . ? C12 Cl1 1.783(19) 8_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Ag1 S1 113.67(7) 11_556 . ? S2 Ag1 S1 113.67(7) 11_556 10_556 ? S1 Ag1 S1 124.50(13) . 10_556 ? S2 Ag1 S2 134.30(16) 11_556 . ? S1 Ag1 S2 83.60(7) . . ? S1 Ag1 S2 83.60(7) 10_556 . ? C10 S1 C9 101.4(5) . . ? C10 S1 Ag1 100.4(4) . . ? C9 S1 Ag1 105.9(4) . . ? C11 S2 C11 100.7(9) . 10_556 ? C11 S2 Ag1 108.7(4) . 3 ? C11 S2 Ag1 108.7(4) 10_556 3 ? C11 S2 Ag1 99.0(4) . . ? C11 S2 Ag1 99.0(4) 10_556 . ? Ag1 S2 Ag1 135.70(16) 3 . ? C3 O1 C2 119.1(11) . . ? C2 C1 C2 116(2) . 10_556 ? O1 C2 C1 111.5(13) . . ? O1 C3 C8 117.4(10) . . ? O1 C3 C4 122.5(14) . . ? C8 C3 C4 120.1(14) . . ? C5 C4 C3 119.5(18) . . ? C4 C5 C6 121.9(17) . . ? C5 C6 C7 118.2(17) . . ? C8 C7 C6 121.1(16) . . ? C7 C8 C3 119.2(12) . . ? C7 C8 C9 120.4(12) . . ? C3 C8 C9 120.5(11) . . ? C8 C9 S1 114.0(8) . . ? C11 C10 S1 117.6(9) . . ? C10 C11 S2 113.9(8) . . ? F3 P1 F1 180.000(9) . . ? F3 P1 F2 90.9(7) . 2 ? F1 P1 F2 89.1(7) . 2 ? F3 P1 F2 90.9(7) . . ? F1 P1 F2 89.1(7) . . ? F2 P1 F2 178.2(14) 2 . ? F3 P1 F2 90.9(7) . 3 ? F1 P1 F2 89.1(7) . 3 ? F2 P1 F2 89.99(2) 2 3 ? F2 P1 F2 89.99(3) . 3 ? F3 P1 F2 90.9(7) . 4 ? F1 P1 F2 89.1(7) . 4 ? F2 P1 F2 89.99(3) 2 4 ? F2 P1 F2 89.99(2) . 4 ? F2 P1 F2 178.2(14) 3 4 ? F5 P2 F5 180.000(2) 9_566 . ? F5 P2 F4 89.0(5) 9_566 9_566 ? F5 P2 F4 91.0(5) . 9_566 ? F5 P2 F4 89.0(5) 9_566 2_565 ? F5 P2 F4 91.0(5) . 2_565 ? F4 P2 F4 90.1(8) 9_566 2_565 ? F5 P2 F4 91.0(5) 9_566 . ? F5 P2 F4 89.0(5) . . ? F4 P2 F4 180.000(2) 9_566 . ? F4 P2 F4 89.9(8) 2_565 . ? F5 P2 F4 91.0(5) 9_566 10_556 ? F5 P2 F4 89.0(5) . 10_556 ? F4 P2 F4 89.9(8) 9_566 10_556 ? F4 P2 F4 180.000(2) 2_565 10_556 ? F4 P2 F4 90.1(8) . 10_556 ? Cl1 C12 Cl1 108.0(17) 8_556 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.332 _refine_diff_density_min -0.840 _refine_diff_density_rms 0.229 # start Validation Reply Form # Attachment 'Complex3.cif' data_Complex3 _database_code_depnum_ccdc_archive 'CCDC 645644' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H26 Ag N O6 S2' _chemical_formula_weight 560.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 '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' O O 0.0106 0.0060 '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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8853(11) _cell_length_b 11.1795(14) _cell_length_c 12.8220(16) _cell_angle_alpha 70.863(2) _cell_angle_beta 87.579(2) _cell_angle_gamma 71.115(2) _cell_volume 1135.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.639 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 1.109 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6703 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 26.36 _reflns_number_total 4564 _reflns_number_gt 3919 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0394P)^2^+0.4666P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4564 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0786 _refine_ls_wR_factor_gt 0.0742 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 Ag1 Ag 0.37664(3) 0.87494(2) 0.502639(16) 0.05815(9) Uani 1 1 d . . . S1 S 0.45468(8) 0.76169(6) 0.70176(5) 0.04768(15) Uani 1 1 d . . . S2 S 0.81846(8) 0.03915(6) 0.65633(5) 0.04707(14) Uani 1 1 d . . . O1 O 0.6948(2) 0.07024(17) 0.93809(14) 0.0559(4) Uani 1 1 d . . . O2 O 0.3602(2) 0.44796(17) 0.85114(14) 0.0537(4) Uani 1 1 d . . . O3 O 0.7186(2) 0.40002(17) 0.68838(16) 0.0546(4) Uani 1 1 d . . . O4 O 0.3541(3) 1.0988(2) 0.5286(2) 0.0820(6) Uani 1 1 d . . . O5 O 0.2106(3) 1.0619(3) 0.6638(3) 0.1173(11) Uani 1 1 d . . . O6 O 0.3653(5) 1.1754(4) 0.6553(3) 0.1322(13) Uani 1 1 d . . . N1 N 0.3081(3) 1.1127(2) 0.6188(2) 0.0603(6) Uani 1 1 d . . . C1 C 0.6431(4) 0.1203(3) 1.0263(2) 0.0613(7) Uani 1 1 d . . . H1A H 0.7328 0.1046 1.0741 0.074 Uiso 1 1 calc R . . H1B H 0.5728 0.0767 1.0691 0.074 Uiso 1 1 calc R . . C2 C 0.5570(4) 0.2687(3) 0.9748(2) 0.0614(7) Uani 1 1 d . . . H2A H 0.5192 0.3051 1.0329 0.074 Uiso 1 1 calc R . . H2B H 0.6319 0.3106 0.9372 0.074 Uiso 1 1 calc R . . C3 C 0.4191(3) 0.3047(2) 0.8948(2) 0.0493(5) Uani 1 1 d . . . H3A H 0.4528 0.2678 0.8365 0.059 Uiso 1 1 calc R . . H3B H 0.3377 0.2707 0.9316 0.059 Uiso 1 1 calc R . . C4 C 0.2468(3) 0.5088(2) 0.76387(18) 0.0432(5) Uani 1 1 d . . . C5 C 0.1758(3) 0.4405(3) 0.7208(2) 0.0513(6) Uani 1 1 d . . . H5 H 0.2056 0.3446 0.7514 0.062 Uiso 1 1 calc R . . C6 C 0.0614(4) 0.5109(3) 0.6333(2) 0.0609(7) Uani 1 1 d . . . H6 H 0.0116 0.4634 0.6036 0.073 Uiso 1 1 calc R . . C7 C 0.0180(3) 0.6481(3) 0.5883(2) 0.0619(7) Uani 1 1 d . . . H7 H -0.0627 0.6965 0.5283 0.074 Uiso 1 1 calc R . . C8 C 0.0918(3) 0.7157(3) 0.6304(2) 0.0525(6) Uani 1 1 d . . . H8 H 0.0629 0.8113 0.5980 0.063 Uiso 1 1 calc R . . C9 C 0.2068(3) 0.6485(2) 0.71831(19) 0.0438(5) Uani 1 1 d . . . C10 C 0.2810(3) 0.7226(3) 0.7664(2) 0.0513(6) Uani 1 1 d . . . H10A H 0.3118 0.6709 0.8430 0.062 Uiso 1 1 calc R . . H10B H 0.2007 0.8054 0.7638 0.062 Uiso 1 1 calc R . . C11 C 0.6086(3) 0.6009(3) 0.7270(2) 0.0512(6) Uani 1 1 d . . . H11A H 0.7105 0.6140 0.7242 0.061 Uiso 1 1 calc R . . H11B H 0.6023 0.5443 0.8006 0.061 Uiso 1 1 calc R . . C12 C 0.6011(3) 0.5291(2) 0.6475(2) 0.0493(5) Uani 1 1 d . . . H12A H 0.4972 0.5212 0.6438 0.059 Uiso 1 1 calc R . . H12B H 0.6228 0.5773 0.5747 0.059 Uiso 1 1 calc R . . C13 C 0.6977(3) 0.3070(2) 0.6429(2) 0.0469(5) Uani 1 1 d . . . H13A H 0.6982 0.3397 0.5638 0.056 Uiso 1 1 calc R . . H13B H 0.5980 0.2922 0.6619 0.056 Uiso 1 1 calc R . . C14 C 0.8342(3) 0.1791(2) 0.6909(2) 0.0453(5) Uani 1 1 d . . . H14A H 0.8407 0.1558 0.7700 0.054 Uiso 1 1 calc R . . H14B H 0.9315 0.1944 0.6650 0.054 Uiso 1 1 calc R . . C15 C 0.7086(3) -0.0351(3) 0.7687(2) 0.0505(6) Uani 1 1 d . . . H15A H 0.6194 0.0348 0.7798 0.061 Uiso 1 1 calc R . . H15B H 0.6677 -0.0942 0.7478 0.061 Uiso 1 1 calc R . . C16 C 0.8098(3) -0.1120(2) 0.8758(2) 0.0470(5) Uani 1 1 d . . . C17 C 0.9157(3) -0.2411(3) 0.8935(2) 0.0578(6) Uani 1 1 d . . . H17 H 0.9230 -0.2808 0.8366 0.069 Uiso 1 1 calc R . . C18 C 1.0100(4) -0.3131(3) 0.9907(3) 0.0632(7) Uani 1 1 d . . . H18 H 1.0827 -0.4016 1.0010 0.076 Uiso 1 1 calc R . . C19 C 0.9995(3) -0.2572(3) 1.0731(2) 0.0596(7) Uani 1 1 d . . . H19 H 1.0662 -0.3065 1.1405 0.072 Uiso 1 1 calc R . . C20 C 0.8929(3) -0.1300(3) 1.0590(2) 0.0531(6) Uani 1 1 d . . . H20 H 0.8839 -0.0923 1.1172 0.064 Uiso 1 1 calc R . . C21 C 0.7996(3) -0.0575(2) 0.9606(2) 0.0461(5) 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 Ag1 0.07712(16) 0.05801(14) 0.04307(12) -0.01494(9) 0.00060(9) -0.02849(11) S1 0.0628(4) 0.0435(3) 0.0436(3) -0.0183(2) 0.0020(3) -0.0223(3) S2 0.0587(4) 0.0441(3) 0.0398(3) -0.0167(2) 0.0074(2) -0.0164(3) O1 0.0712(12) 0.0483(9) 0.0376(9) -0.0109(7) -0.0050(8) -0.0083(8) O2 0.0638(11) 0.0443(9) 0.0491(10) -0.0077(7) -0.0133(8) -0.0186(8) O3 0.0550(10) 0.0467(9) 0.0660(11) -0.0253(8) -0.0077(8) -0.0139(8) O4 0.0941(17) 0.0692(14) 0.0921(17) -0.0372(13) 0.0202(14) -0.0300(12) O5 0.0714(17) 0.112(2) 0.145(3) -0.025(2) 0.0419(18) -0.0217(16) O6 0.140(3) 0.117(3) 0.167(3) -0.087(3) -0.024(3) -0.034(2) N1 0.0460(12) 0.0508(12) 0.0753(16) -0.0256(12) 0.0007(11) 0.0008(10) C1 0.0729(18) 0.0589(16) 0.0399(13) -0.0149(11) -0.0052(12) -0.0063(14) C2 0.0707(18) 0.0550(15) 0.0514(15) -0.0188(12) -0.0138(13) -0.0080(13) C3 0.0558(14) 0.0451(12) 0.0430(12) -0.0080(10) -0.0009(10) -0.0176(11) C4 0.0442(12) 0.0499(12) 0.0354(11) -0.0119(9) 0.0029(9) -0.0178(10) C5 0.0586(15) 0.0525(14) 0.0447(13) -0.0117(11) 0.0019(11) -0.0251(12) C6 0.0632(16) 0.0757(19) 0.0512(15) -0.0184(13) -0.0025(12) -0.0346(15) C7 0.0500(15) 0.0748(19) 0.0515(15) -0.0143(13) -0.0063(12) -0.0141(13) C8 0.0497(14) 0.0491(13) 0.0477(13) -0.0111(11) 0.0058(11) -0.0069(11) C9 0.0467(12) 0.0454(12) 0.0395(11) -0.0169(10) 0.0092(9) -0.0133(10) C10 0.0639(16) 0.0494(13) 0.0442(13) -0.0214(11) 0.0109(11) -0.0184(12) C11 0.0546(14) 0.0499(13) 0.0519(14) -0.0185(11) -0.0029(11) -0.0184(11) C12 0.0513(14) 0.0463(13) 0.0504(13) -0.0182(11) 0.0019(11) -0.0138(11) C13 0.0496(13) 0.0498(13) 0.0473(13) -0.0215(10) 0.0037(10) -0.0188(11) C14 0.0456(12) 0.0466(12) 0.0482(13) -0.0179(10) 0.0041(10) -0.0187(10) C15 0.0594(15) 0.0579(14) 0.0416(12) -0.0150(11) 0.0024(10) -0.0300(12) C16 0.0502(13) 0.0512(13) 0.0406(12) -0.0092(10) 0.0061(10) -0.0244(11) C17 0.0652(17) 0.0544(15) 0.0540(15) -0.0175(12) 0.0170(12) -0.0220(13) C18 0.0595(16) 0.0520(15) 0.0639(17) -0.0080(13) 0.0102(13) -0.0118(13) C19 0.0535(15) 0.0585(16) 0.0536(15) -0.0013(12) -0.0027(12) -0.0180(12) C20 0.0590(15) 0.0524(14) 0.0445(13) -0.0085(11) -0.0039(11) -0.0206(12) C21 0.0495(13) 0.0457(12) 0.0424(12) -0.0092(10) 0.0011(10) -0.0197(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 S2 2.4535(7) 2_666 ? Ag1 S1 2.4626(7) . ? Ag1 O4 2.503(3) 2_676 ? Ag1 O4 2.576(2) . ? S1 C11 1.808(3) . ? S1 C10 1.830(3) . ? S2 C14 1.807(2) . ? S2 C15 1.828(3) . ? S2 Ag1 2.4535(7) 2_666 ? O1 C21 1.372(3) . ? O1 C1 1.417(3) . ? O2 C4 1.372(3) . ? O2 C3 1.431(3) . ? O3 C13 1.410(3) . ? O3 C12 1.422(3) . ? O4 N1 1.250(3) . ? O4 Ag1 2.503(3) 2_676 ? O5 N1 1.212(4) . ? O6 N1 1.198(4) . ? C1 C2 1.509(4) . ? C2 C3 1.494(4) . ? C4 C5 1.380(3) . ? C4 C9 1.403(3) . ? C5 C6 1.382(4) . ? C6 C7 1.375(4) . ? C7 C8 1.381(4) . ? C8 C9 1.387(4) . ? C9 C10 1.491(3) . ? C11 C12 1.506(3) . ? C13 C14 1.502(3) . ? C15 C16 1.504(3) . ? C16 C17 1.394(4) . ? C16 C21 1.397(4) . ? C17 C18 1.378(4) . ? C18 C19 1.379(4) . ? C19 C20 1.388(4) . ? C20 C21 1.385(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Ag1 S1 151.17(2) 2_666 . ? S2 Ag1 O4 118.89(7) 2_666 2_676 ? S1 Ag1 O4 89.93(7) . 2_676 ? S2 Ag1 O4 98.83(6) 2_666 . ? S1 Ag1 O4 88.81(6) . . ? O4 Ag1 O4 73.97(9) 2_676 . ? C11 S1 C10 105.07(12) . . ? C11 S1 Ag1 111.14(9) . . ? C10 S1 Ag1 106.51(9) . . ? C14 S2 C15 102.58(12) . . ? C14 S2 Ag1 108.79(8) . 2_666 ? C15 S2 Ag1 101.49(8) . 2_666 ? C21 O1 C1 119.50(19) . . ? C4 O2 C3 118.66(19) . . ? C13 O3 C12 113.62(19) . . ? N1 O4 Ag1 110.6(2) . 2_676 ? N1 O4 Ag1 117.03(19) . . ? Ag1 O4 Ag1 106.03(9) 2_676 . ? O6 N1 O5 124.3(4) . . ? O6 N1 O4 117.0(3) . . ? O5 N1 O4 118.7(3) . . ? O1 C1 C2 106.8(2) . . ? C3 C2 C1 114.8(2) . . ? O2 C3 C2 106.2(2) . . ? O2 C4 C5 123.9(2) . . ? O2 C4 C9 115.4(2) . . ? C5 C4 C9 120.7(2) . . ? C4 C5 C6 119.6(2) . . ? C7 C6 C5 120.8(3) . . ? C6 C7 C8 119.3(3) . . ? C7 C8 C9 121.5(2) . . ? C8 C9 C4 118.0(2) . . ? C8 C9 C10 121.2(2) . . ? C4 C9 C10 120.7(2) . . ? C9 C10 S1 117.41(17) . . ? C12 C11 S1 115.23(18) . . ? O3 C12 C11 106.6(2) . . ? O3 C13 C14 106.73(19) . . ? C13 C14 S2 114.16(17) . . ? C16 C15 S2 112.75(18) . . ? C17 C16 C21 118.0(2) . . ? C17 C16 C15 120.6(2) . . ? C21 C16 C15 121.4(2) . . ? C18 C17 C16 121.5(3) . . ? C17 C18 C19 119.6(3) . . ? C18 C19 C20 120.3(3) . . ? C21 C20 C19 119.8(3) . . ? O1 C21 C20 123.8(2) . . ? O1 C21 C16 115.5(2) . . ? C20 C21 C16 120.7(2) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.361 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.057 # Attachment 'Ligand1.cif' data_Ligand1 _database_code_depnum_ccdc_archive 'CCDC 645646' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H26 O2 S3' _chemical_formula_weight 406.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 13.2221(9) _cell_length_b 12.4315(8) _cell_length_c 25.7337(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4229.9(5) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 0.363 _exptl_absorpt_correction_type 'empirical (SADABS)' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ; Ratio of minimum to maximum apparent transmission: 0.869759 ; _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25914 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 28.34 _reflns_number_total 9258 _reflns_number_gt 4919 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0558P)^2^+0.1476P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(6) _refine_ls_number_reflns 9258 _refine_ls_number_parameters 479 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1151 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1235 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 0.96363(8) 1.28456(7) 0.89050(4) 0.0737(3) Uani 1 1 d . . . S2 S 0.90326(9) 0.94057(8) 0.87599(5) 0.0882(3) Uani 1 1 d . . . S3 S 0.63868(9) 0.83760(9) 0.78366(5) 0.0919(3) Uani 1 1 d . . . S4 S 0.77904(7) 0.78409(7) 0.55924(4) 0.0745(3) Uani 1 1 d . A . S5 S 0.84053(10) 0.43717(9) 0.55193(6) 0.1116(5) Uani 1 1 d . . . S6 S 1.08496(9) 0.32674(9) 0.65611(5) 0.0878(3) Uani 1 1 d . A . O1 O 0.66953(18) 1.1535(2) 0.77558(11) 0.0785(7) Uani 1 1 d . . . O2 O 0.71495(19) 1.3802(2) 0.89137(10) 0.0798(7) Uani 1 1 d . . . O3 O 1.06269(18) 0.6443(2) 0.66314(10) 0.0770(7) Uani 1 1 d . A . O4 O 1.01838(18) 0.8732(2) 0.54919(10) 0.0748(7) Uani 1 1 d . . . C1 C 0.6917(3) 1.2596(3) 0.79248(16) 0.0754(10) Uani 1 1 d . . . H1A H 0.6909 1.3088 0.7632 0.090 Uiso 1 1 calc R . . H1B H 0.7582 1.2621 0.8084 0.090 Uiso 1 1 calc R . . C2 C 0.6114(3) 1.2915(4) 0.83176(18) 0.0909(13) Uani 1 1 d . . . H2A H 0.5460 1.2940 0.8147 0.109 Uiso 1 1 calc R . . H2B H 0.6080 1.2373 0.8588 0.109 Uiso 1 1 calc R . . C3 C 0.6326(3) 1.3967(4) 0.85539(18) 0.0965(14) Uani 1 1 d . . . H3A H 0.6516 1.4484 0.8289 0.116 Uiso 1 1 calc R . . H3B H 0.5733 1.4233 0.8735 0.116 Uiso 1 1 calc R . . C4 C 0.7682(3) 1.4676(3) 0.90688(13) 0.0695(10) Uani 1 1 d . . . C5 C 0.7408(4) 1.5759(4) 0.89724(16) 0.0933(14) Uani 1 1 d . . . H5A H 0.6802 1.5941 0.8811 0.112 Uiso 1 1 calc R . . C6 C 0.8103(6) 1.6542(4) 0.9135(2) 0.125(2) Uani 1 1 d . . . H6A H 0.7962 1.7258 0.9059 0.150 Uiso 1 1 calc R . . C7 C 0.8952(6) 1.6321(6) 0.9392(3) 0.134(2) Uani 1 1 d . . . H7A H 0.9383 1.6868 0.9500 0.161 Uiso 1 1 calc R . . C8 C 0.9166(4) 1.5306(4) 0.94873(18) 0.0991(15) Uani 1 1 d . . . H8A H 0.9761 1.5154 0.9666 0.119 Uiso 1 1 calc R . . C9 C 0.8561(3) 1.4452(3) 0.93391(13) 0.0673(9) Uani 1 1 d . . . C10 C 0.8865(3) 1.3316(3) 0.94454(14) 0.0720(10) Uani 1 1 d . . . H10A H 0.8269 1.2867 0.9481 0.086 Uiso 1 1 calc R . . H10B H 0.9248 1.3278 0.9766 0.086 Uiso 1 1 calc R . . C11 C 0.9611(3) 1.1418(3) 0.90186(17) 0.0815(12) Uani 1 1 d . . . H11A H 1.0283 1.1127 0.8962 0.098 Uiso 1 1 calc R . . H11B H 0.9431 1.1286 0.9378 0.098 Uiso 1 1 calc R . . C12 C 0.8886(3) 1.0847(3) 0.86782(17) 0.0749(10) Uani 1 1 d . . . H12A H 0.9008 1.1041 0.8319 0.090 Uiso 1 1 calc R . . H12B H 0.8200 1.1056 0.8767 0.090 Uiso 1 1 calc R . . C13 C 0.8269(3) 0.8926(3) 0.82256(17) 0.0821(11) Uani 1 1 d . . . H13A H 0.8434 0.9335 0.7916 0.099 Uiso 1 1 calc R . . H13B H 0.8432 0.8178 0.8159 0.099 Uiso 1 1 calc R . . C14 C 0.7157(3) 0.9023(3) 0.83315(16) 0.0829(11) Uani 1 1 d . . . H14A H 0.6977 0.9778 0.8350 0.099 Uiso 1 1 calc R . . H14B H 0.7009 0.8700 0.8666 0.099 Uiso 1 1 calc R . . C15 C 0.6075(3) 0.9519(4) 0.74266(16) 0.0813(11) Uani 1 1 d . . . H15A H 0.5636 0.9275 0.7149 0.098 Uiso 1 1 calc R . . H15B H 0.5699 1.0037 0.7632 0.098 Uiso 1 1 calc R . . C16 C 0.6971(3) 1.0076(3) 0.71909(15) 0.0667(10) Uani 1 1 d . . . C17 C 0.7511(3) 0.9594(3) 0.67965(16) 0.0766(10) Uani 1 1 d . . . H17A H 0.7302 0.8926 0.6673 0.092 Uiso 1 1 calc R . . C18 C 0.8348(3) 1.0070(4) 0.65801(18) 0.0802(11) Uani 1 1 d . . . H18A H 0.8702 0.9728 0.6315 0.096 Uiso 1 1 calc R . . C19 C 0.8655(3) 1.1055(4) 0.67595(16) 0.0761(11) Uani 1 1 d . . . H19A H 0.9221 1.1384 0.6616 0.091 Uiso 1 1 calc R . . C20 C 0.8127(3) 1.1564(3) 0.71535(15) 0.0688(10) Uani 1 1 d . . . H20A H 0.8342 1.2231 0.7274 0.083 Uiso 1 1 calc R . . C21 C 0.7281(3) 1.1083(3) 0.73697(14) 0.0631(9) Uani 1 1 d . . . C22 C 1.0453(3) 0.7509(3) 0.64621(14) 0.0696(10) Uani 1 1 d . . . H22A H 1.0483 0.7998 0.6755 0.084 Uiso 1 1 calc R . . H22B H 0.9786 0.7564 0.6307 0.084 Uiso 1 1 calc R . . C23 C 1.1247(3) 0.7805(4) 0.60694(17) 0.0866(12) Uani 1 1 d . . . H23A H 1.1901 0.7824 0.6240 0.104 Uiso 1 1 calc R . . H23B H 1.1272 0.7253 0.5803 0.104 Uiso 1 1 calc R . . C24 C 1.1055(3) 0.8865(4) 0.58190(17) 0.0928(13) Uani 1 1 d . . . H24A H 1.0928 0.9410 0.6081 0.111 Uiso 1 1 calc R . . H24B H 1.1635 0.9083 0.5614 0.111 Uiso 1 1 calc R . . C25 C 0.9712(3) 0.9618(3) 0.53062(13) 0.0654(10) Uani 1 1 d . . . C26 C 1.0096(4) 1.0670(4) 0.53478(17) 0.0908(14) Uani 1 1 d . . . H26A H 1.0709 1.0805 0.5513 0.109 Uiso 1 1 calc R . . C27 C 0.9530(6) 1.1496(4) 0.5135(2) 0.120(2) Uani 1 1 d . . . H27A H 0.9781 1.2194 0.5155 0.144 Uiso 1 1 calc R . . C28 C 0.8632(5) 1.1333(5) 0.4901(2) 0.1188(18) Uani 1 1 d . . . H28A H 0.8265 1.1906 0.4765 0.143 Uiso 1 1 calc R . . C29 C 0.8275(4) 1.0302(4) 0.48681(18) 0.0916(13) Uani 1 1 d . . . H29A H 0.7655 1.0186 0.4707 0.110 Uiso 1 1 calc R . . C30 C 0.8791(3) 0.9430(3) 0.50632(13) 0.0613(9) Uani 1 1 d . . . C31 C 0.8392(3) 0.8320(3) 0.50056(15) 0.0716(10) Uani 1 1 d . . . H31A H 0.8943 0.7840 0.4915 0.086 Uiso 1 1 calc R . . H31B H 0.7906 0.8305 0.4723 0.086 Uiso 1 1 calc R . . C32 C 0.7725(3) 0.6393(3) 0.5493(2) 0.0920(13) Uani 1 1 d . . . H32A H 0.7103 0.6130 0.5647 0.110 Uiso 0.662(18) 1 calc PR A 1 H32B H 0.7689 0.6255 0.5122 0.110 Uiso 0.662(18) 1 calc PR A 1 H32C H 0.7461 0.6068 0.5808 0.110 Uiso 0.338(18) 1 d PR A 2 H32D H 0.7242 0.6253 0.5218 0.110 Uiso 0.338(18) 1 d PR A 2 C33 C 0.8528(6) 0.5803(5) 0.5697(5) 0.081(3) Uani 0.662(18) 1 d P A 1 H33A H 0.8536 0.5873 0.6072 0.098 Uiso 0.662(18) 1 calc PR A 1 H33B H 0.9162 0.6083 0.5563 0.098 Uiso 0.662(18) 1 calc PR A 1 C33' C 0.8670(13) 0.585(2) 0.5361(9) 0.182(13) Uani 0.338(18) 1 d P A 2 H33C H 0.9227 0.6124 0.5568 0.218 Uiso 0.338(18) 1 calc PR A 2 H33D H 0.8830 0.5941 0.4995 0.218 Uiso 0.338(18) 1 calc PR A 2 C34 C 0.9059(3) 0.3842(4) 0.6082(2) 0.0971(14) Uani 1 1 d . A . H34A H 0.8839 0.4230 0.6389 0.117 Uiso 1 1 calc R . . H34B H 0.8878 0.3092 0.6127 0.117 Uiso 1 1 calc R . . C35 C 1.0170(3) 0.3930(3) 0.60364(16) 0.0881(12) Uani 1 1 d . . . H35A H 1.0356 0.4685 0.6031 0.106 Uiso 1 1 calc R A . H35B H 1.0380 0.3617 0.5708 0.106 Uiso 1 1 calc R . . C36 C 1.1192(3) 0.4401(3) 0.69598(17) 0.0824(12) Uani 1 1 d . . . H36A H 1.1625 0.4150 0.7239 0.099 Uiso 1 1 calc R A . H36B H 1.1582 0.4900 0.6751 0.099 Uiso 1 1 calc R . . C37 C 1.0313(2) 0.4996(3) 0.71938(14) 0.0634(9) Uani 1 1 d . A . C38 C 0.9754(3) 0.4535(3) 0.75909(15) 0.0751(10) Uani 1 1 d . . . H38A H 0.9944 0.3863 0.7716 0.090 Uiso 1 1 calc R A . C39 C 0.8941(3) 0.5030(4) 0.78036(19) 0.0851(12) Uani 1 1 d . A . H39A H 0.8578 0.4704 0.8070 0.102 Uiso 1 1 calc R . . C40 C 0.8665(3) 0.6018(4) 0.76194(16) 0.0778(11) Uani 1 1 d . . . H40A H 0.8108 0.6363 0.7764 0.093 Uiso 1 1 calc R A . C41 C 0.9193(3) 0.6515(3) 0.72247(15) 0.0706(10) Uani 1 1 d . A . H41A H 0.8986 0.7182 0.7100 0.085 Uiso 1 1 calc R . . C42 C 1.0033(3) 0.6013(3) 0.70155(13) 0.0639(9) 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 S1 0.0763(6) 0.0642(6) 0.0806(6) 0.0005(5) 0.0045(5) -0.0004(4) S2 0.1016(8) 0.0603(6) 0.1027(9) 0.0025(6) -0.0261(6) 0.0099(5) S3 0.1045(7) 0.0776(7) 0.0938(8) -0.0029(6) 0.0006(7) -0.0352(6) S4 0.0767(6) 0.0631(6) 0.0837(6) 0.0002(5) 0.0183(5) -0.0009(4) S5 0.1159(9) 0.0611(7) 0.1576(13) 0.0028(7) -0.0588(9) -0.0017(6) S6 0.0990(8) 0.0767(7) 0.0876(7) 0.0024(6) -0.0005(6) 0.0277(6) O1 0.0793(17) 0.0802(18) 0.0761(18) -0.0117(15) 0.0065(15) -0.0051(14) O2 0.0808(17) 0.0897(19) 0.0690(16) -0.0035(14) -0.0104(14) 0.0066(14) O3 0.0792(16) 0.0825(18) 0.0694(17) 0.0098(14) 0.0084(14) 0.0100(14) O4 0.0736(15) 0.0833(19) 0.0674(16) 0.0031(13) -0.0124(13) -0.0149(14) C1 0.074(2) 0.076(3) 0.077(3) -0.003(2) -0.007(2) 0.0094(19) C2 0.062(2) 0.114(3) 0.096(3) -0.030(3) -0.009(2) 0.008(2) C3 0.074(3) 0.126(4) 0.089(3) -0.014(3) 0.001(2) 0.031(3) C4 0.096(3) 0.069(3) 0.044(2) -0.0078(17) 0.014(2) 0.014(2) C5 0.133(4) 0.089(3) 0.058(2) 0.005(2) 0.020(3) 0.039(3) C6 0.240(8) 0.054(3) 0.082(4) -0.019(3) 0.066(4) -0.005(4) C7 0.180(7) 0.116(6) 0.106(5) -0.043(4) 0.039(4) -0.046(5) C8 0.134(4) 0.084(3) 0.079(3) -0.024(3) 0.017(3) -0.025(3) C9 0.078(2) 0.074(3) 0.050(2) -0.0042(18) 0.0103(19) -0.003(2) C10 0.081(3) 0.082(3) 0.053(2) 0.0084(18) -0.0071(19) 0.003(2) C11 0.085(3) 0.067(2) 0.093(3) 0.002(2) -0.020(2) 0.008(2) C12 0.080(2) 0.060(2) 0.084(3) 0.007(2) -0.017(2) 0.0051(19) C13 0.094(3) 0.061(2) 0.091(3) 0.000(2) 0.002(2) 0.002(2) C14 0.095(3) 0.082(3) 0.072(3) 0.007(2) 0.006(2) -0.003(2) C15 0.067(2) 0.099(3) 0.078(3) -0.005(2) -0.009(2) -0.016(2) C16 0.066(2) 0.075(3) 0.059(2) 0.0044(18) -0.012(2) -0.0043(19) C17 0.088(3) 0.074(3) 0.068(3) -0.004(2) -0.013(2) -0.006(2) C18 0.084(3) 0.085(3) 0.072(3) 0.000(2) 0.006(2) 0.009(2) C19 0.059(2) 0.093(3) 0.076(3) 0.021(2) 0.002(2) 0.002(2) C20 0.067(2) 0.063(2) 0.076(3) 0.0136(19) -0.011(2) -0.0080(18) C21 0.060(2) 0.075(2) 0.054(2) 0.0037(18) -0.0102(18) -0.0034(19) C22 0.067(2) 0.078(3) 0.064(2) 0.0000(19) -0.0138(19) -0.0062(19) C23 0.058(2) 0.120(4) 0.082(3) 0.019(3) -0.008(2) -0.005(2) C24 0.078(3) 0.122(4) 0.079(3) 0.017(3) -0.005(2) -0.031(3) C25 0.088(3) 0.064(2) 0.0441(19) -0.0024(17) 0.0145(19) -0.008(2) C26 0.120(3) 0.086(3) 0.067(3) -0.005(2) 0.020(2) -0.041(3) C27 0.202(6) 0.057(3) 0.100(4) 0.004(3) 0.038(4) -0.026(4) C28 0.164(5) 0.072(4) 0.121(5) 0.009(3) 0.021(4) 0.019(3) C29 0.098(3) 0.096(3) 0.081(3) 0.013(3) 0.009(3) 0.016(3) C30 0.076(2) 0.061(2) 0.0473(19) -0.0024(16) 0.0068(18) -0.0004(19) C31 0.076(2) 0.081(3) 0.058(2) -0.0070(18) -0.0050(18) -0.005(2) C32 0.083(3) 0.086(3) 0.106(4) 0.001(2) -0.003(3) -0.006(2) C33 0.083(5) 0.058(4) 0.104(7) -0.008(4) -0.046(5) 0.014(3) C33' 0.081(11) 0.40(4) 0.059(12) -0.013(15) 0.011(9) -0.097(17) C34 0.091(3) 0.086(3) 0.114(4) 0.000(3) 0.004(3) -0.001(2) C35 0.102(3) 0.082(3) 0.081(3) -0.011(2) 0.009(2) 0.006(2) C36 0.067(2) 0.091(3) 0.089(3) 0.002(2) -0.013(2) 0.016(2) C37 0.064(2) 0.072(3) 0.055(2) -0.0026(17) -0.0068(19) 0.0065(18) C38 0.080(3) 0.085(3) 0.060(2) -0.002(2) -0.005(2) 0.001(2) C39 0.094(3) 0.096(4) 0.065(3) -0.008(2) 0.010(2) -0.016(2) C40 0.066(2) 0.092(3) 0.075(3) -0.025(2) 0.008(2) -0.004(2) C41 0.067(2) 0.080(3) 0.065(2) -0.012(2) -0.008(2) 0.001(2) C42 0.061(2) 0.075(2) 0.056(2) -0.0039(18) -0.0090(18) 0.0013(18) _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 C11 1.799(4) . ? S1 C10 1.821(4) . ? S2 C13 1.807(4) . ? S2 C12 1.814(3) . ? S3 C15 1.818(4) . ? S3 C14 1.818(4) . ? S4 C31 1.808(4) . ? S4 C32 1.820(4) . ? S5 C34 1.810(5) . ? S5 C33 1.844(6) . ? S5 C33' 1.91(3) . ? S6 C36 1.801(4) . ? S6 C35 1.819(4) . ? O1 C21 1.380(4) . ? O1 C1 1.419(4) . ? O2 C4 1.354(4) . ? O2 C3 1.444(5) . ? O3 C42 1.371(4) . ? O3 C22 1.414(4) . ? O4 C25 1.353(4) . ? O4 C24 1.436(4) . ? C1 C2 1.519(5) . ? C2 C3 1.469(5) . ? C4 C9 1.383(5) . ? C4 C5 1.416(5) . ? C5 C6 1.403(7) . ? C6 C7 1.331(9) . ? C7 C8 1.316(8) . ? C8 C9 1.383(6) . ? C9 C10 1.493(5) . ? C11 C12 1.480(5) . ? C13 C14 1.500(5) . ? C15 C16 1.500(5) . ? C16 C17 1.378(5) . ? C16 C21 1.395(5) . ? C17 C18 1.373(5) . ? C18 C19 1.370(6) . ? C19 C20 1.383(5) . ? C20 C21 1.386(5) . ? C22 C23 1.503(5) . ? C23 C24 1.488(6) . ? C25 C30 1.389(5) . ? C25 C26 1.407(5) . ? C26 C27 1.383(7) . ? C27 C28 1.347(7) . ? C28 C29 1.368(7) . ? C29 C30 1.376(5) . ? C30 C31 1.485(5) . ? C32 C33 1.393(7) . ? C32 C33' 1.46(2) . ? C34 C35 1.478(5) . ? C36 C37 1.504(5) . ? C37 C38 1.385(5) . ? C37 C42 1.394(5) . ? C38 C39 1.354(5) . ? C39 C40 1.366(6) . ? C40 C41 1.379(5) . ? C41 C42 1.384(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 S1 C10 100.5(2) . . ? C13 S2 C12 100.25(18) . . ? C15 S3 C14 100.83(18) . . ? C31 S4 C32 103.2(2) . . ? C34 S5 C33 96.4(3) . . ? C34 S5 C33' 115.6(7) . . ? C33 S5 C33' 27.2(5) . . ? C36 S6 C35 101.10(19) . . ? C21 O1 C1 118.9(3) . . ? C4 O2 C3 117.9(3) . . ? C42 O3 C22 119.6(3) . . ? C25 O4 C24 118.9(3) . . ? O1 C1 C2 107.6(3) . . ? C3 C2 C1 112.0(4) . . ? O2 C3 C2 106.5(3) . . ? O2 C4 C9 115.0(3) . . ? O2 C4 C5 125.3(4) . . ? C9 C4 C5 119.7(4) . . ? C6 C5 C4 116.1(5) . . ? C7 C6 C5 123.9(6) . . ? C8 C7 C6 118.1(6) . . ? C7 C8 C9 124.1(6) . . ? C8 C9 C4 118.0(4) . . ? C8 C9 C10 121.3(4) . . ? C4 C9 C10 120.6(4) . . ? C9 C10 S1 108.3(3) . . ? C12 C11 S1 112.9(3) . . ? C11 C12 S2 109.6(3) . . ? C14 C13 S2 112.5(3) . . ? C13 C14 S3 112.7(3) . . ? C16 C15 S3 114.6(3) . . ? C17 C16 C21 118.8(3) . . ? C17 C16 C15 120.4(4) . . ? C21 C16 C15 120.8(4) . . ? C18 C17 C16 121.9(4) . . ? C19 C18 C17 119.2(4) . . ? C18 C19 C20 120.4(4) . . ? C19 C20 C21 120.3(4) . . ? O1 C21 C20 124.5(3) . . ? O1 C21 C16 116.0(3) . . ? C20 C21 C16 119.5(4) . . ? O3 C22 C23 108.8(3) . . ? C24 C23 C22 112.9(3) . . ? O4 C24 C23 106.8(3) . . ? O4 C25 C30 115.2(3) . . ? O4 C25 C26 124.3(4) . . ? C30 C25 C26 120.5(4) . . ? C27 C26 C25 117.7(5) . . ? C28 C27 C26 122.9(5) . . ? C27 C28 C29 118.2(5) . . ? C28 C29 C30 123.0(5) . . ? C29 C30 C25 117.8(4) . . ? C29 C30 C31 121.3(4) . . ? C25 C30 C31 120.9(3) . . ? C30 C31 S4 112.3(3) . . ? C33 C32 C33' 36.1(7) . . ? C33 C32 S4 115.6(4) . . ? C33' C32 S4 116.7(9) . . ? C32 C33 S5 110.4(4) . . ? C32 C33' S5 103.7(9) . . ? C35 C34 S5 112.6(3) . . ? C34 C35 S6 113.5(3) . . ? C37 C36 S6 114.8(3) . . ? C38 C37 C42 118.5(3) . . ? C38 C37 C36 120.3(4) . . ? C42 C37 C36 121.3(3) . . ? C39 C38 C37 122.3(4) . . ? C38 C39 C40 118.7(4) . . ? C39 C40 C41 121.6(4) . . ? C40 C41 C42 119.4(4) . . ? O3 C42 C41 124.4(3) . . ? O3 C42 C37 116.0(3) . . ? C41 C42 C37 119.6(4) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.219 _refine_diff_density_min -0.165 _refine_diff_density_rms 0.033 # start Validation Reply Form # Attachment 'Ligand2.cif' data_Ligand2 _database_code_depnum_ccdc_archive 'CCDC 645647' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H26 O3 S2' _chemical_formula_sum 'C21 H26 O3 S2' _chemical_formula_weight 390.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc _symmetry_space_group_name_Hall 'C -2yc' 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' _cell_length_a 11.8755(7) _cell_length_b 11.3829(6) _cell_length_c 15.7149(9) _cell_angle_alpha 90.00 _cell_angle_beta 108.7870(10) _cell_angle_gamma 90.00 _cell_volume 2011.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3712 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 28.18 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.282 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5758 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2780 _reflns_number_gt 2610 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1139P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.22(10) _refine_ls_number_reflns 2780 _refine_ls_number_parameters 235 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0440 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1466 _refine_ls_wR_factor_gt 0.1235 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _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 -0.05956(10) 0.58227(8) 0.29722(7) 0.0329(3) Uani 1 1 d . . . S2 S -0.25388(8) 0.08023(8) -0.06902(6) 0.0270(3) Uani 1 1 d . . . O1 O 0.0579(2) 0.1791(2) -0.01847(18) 0.0264(6) Uani 1 1 d . . . O2 O 0.0896(3) 0.4897(2) 0.12975(17) 0.0255(6) Uani 1 1 d . . . O3 O -0.1349(3) 0.2912(2) 0.14488(18) 0.0278(6) Uani 1 1 d . . . C1 C 0.1730(4) 0.2083(3) 0.0421(3) 0.0309(9) Uani 1 1 d . . . H1A H 0.2233 0.2420 0.0087 0.037 Uiso 1 1 calc R . . H1B H 0.2128 0.1372 0.0744 0.037 Uiso 1 1 calc R . . C2 C 0.1541(4) 0.2976(3) 0.1080(3) 0.0275(8) Uani 1 1 d . . . H2A H 0.1054 0.2618 0.1417 0.033 Uiso 1 1 calc R . . H2B H 0.2321 0.3192 0.1517 0.033 Uiso 1 1 calc R . . C3 C 0.0929(4) 0.4073(3) 0.0611(3) 0.0242(8) Uani 1 1 d . . . H3A H 0.1374 0.4410 0.0233 0.029 Uiso 1 1 calc R . . H3B H 0.0112 0.3887 0.0221 0.029 Uiso 1 1 calc R . . C4 C 0.0417(4) 0.5980(3) 0.1020(3) 0.0235(8) Uani 1 1 d . . . C5 C 0.0022(4) 0.6338(3) 0.0116(3) 0.0275(8) Uani 1 1 d . . . H5A H 0.0028 0.5803 -0.0346 0.033 Uiso 1 1 calc R . . C6 C -0.0373(4) 0.7471(4) -0.0092(3) 0.0334(9) Uani 1 1 d . . . H6A H -0.0640 0.7711 -0.0703 0.040 Uiso 1 1 calc R . . C7 C -0.0390(4) 0.8268(3) 0.0564(3) 0.0358(10) Uani 1 1 d . . . H7A H -0.0645 0.9054 0.0413 0.043 Uiso 1 1 calc R . . C8 C -0.0024(4) 0.7890(3) 0.1455(3) 0.0298(9) Uani 1 1 d . . . H8A H -0.0037 0.8432 0.1911 0.036 Uiso 1 1 calc R . . C9 C 0.0354(4) 0.6767(3) 0.1697(3) 0.0248(8) Uani 1 1 d . . . C10 C 0.0670(4) 0.6375(3) 0.2662(3) 0.0290(8) Uani 1 1 d . . . H10A H 0.1028 0.7046 0.3057 0.035 Uiso 1 1 calc R . . H10B H 0.1279 0.5749 0.2773 0.035 Uiso 1 1 calc R . . C11 C -0.0696(5) 0.4300(3) 0.2611(3) 0.0340(10) Uani 1 1 d . . . H11A H 0.0109 0.4021 0.2651 0.041 Uiso 1 1 calc R . . H11B H -0.0974 0.3820 0.3030 0.041 Uiso 1 1 calc R . . C12 C -0.1523(4) 0.4098(3) 0.1663(3) 0.0259(8) Uani 1 1 d . . . H12A H -0.2360 0.4229 0.1631 0.031 Uiso 1 1 calc R . . H12B H -0.1329 0.4642 0.1238 0.031 Uiso 1 1 calc R . . C13 C -0.2028(4) 0.2604(3) 0.0551(3) 0.0250(8) Uani 1 1 d . . . H13A H -0.1801 0.3104 0.0117 0.030 Uiso 1 1 calc R . . H13B H -0.2888 0.2713 0.0455 0.030 Uiso 1 1 calc R . . C14 C -0.1764(3) 0.1327(3) 0.0425(2) 0.0245(8) Uani 1 1 d . . . H14A H -0.1994 0.0843 0.0865 0.029 Uiso 1 1 calc R . . H14B H -0.0898 0.1231 0.0547 0.029 Uiso 1 1 calc R . . C15 C -0.1685(4) 0.1415(3) -0.1363(3) 0.0250(8) Uani 1 1 d . . . H15A H -0.2227 0.1522 -0.1985 0.030 Uiso 1 1 calc R . . H15B H -0.1397 0.2202 -0.1123 0.030 Uiso 1 1 calc R . . C16 C -0.0630(4) 0.0700(3) -0.1398(3) 0.0232(8) Uani 1 1 d . . . C17 C -0.0774(4) -0.0191(3) -0.2028(3) 0.0283(8) Uani 1 1 d . . . H17A H -0.1549 -0.0378 -0.2414 0.034 Uiso 1 1 calc R . . C18 C 0.0194(4) -0.0812(3) -0.2102(3) 0.0335(10) Uani 1 1 d . . . H18A H 0.0080 -0.1418 -0.2537 0.040 Uiso 1 1 calc R . . C19 C 0.1314(4) -0.0549(4) -0.1545(3) 0.0350(10) Uani 1 1 d . . . H19A H 0.1977 -0.0971 -0.1601 0.042 Uiso 1 1 calc R . . C20 C 0.1494(4) 0.0334(3) -0.0895(3) 0.0291(8) Uani 1 1 d . . . H20A H 0.2273 0.0523 -0.0516 0.035 Uiso 1 1 calc R . . C21 C 0.0506(4) 0.0932(3) -0.0813(3) 0.0239(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0509(7) 0.0250(5) 0.0271(6) -0.0064(4) 0.0187(5) 0.0010(4) S2 0.0248(5) 0.0348(5) 0.0222(5) -0.0069(4) 0.0085(4) -0.0110(4) O1 0.0239(14) 0.0248(13) 0.0298(15) -0.0123(11) 0.0079(12) 0.0002(10) O2 0.0353(15) 0.0216(12) 0.0189(14) -0.0043(10) 0.0081(12) 0.0021(11) O3 0.0366(16) 0.0215(12) 0.0205(14) -0.0013(10) 0.0026(12) 0.0019(11) C1 0.026(2) 0.0308(19) 0.032(2) -0.0143(17) 0.0040(18) 0.0020(16) C2 0.030(2) 0.0271(19) 0.023(2) -0.0059(15) 0.0049(16) 0.0044(15) C3 0.028(2) 0.0226(17) 0.023(2) -0.0052(14) 0.0096(16) -0.0024(14) C4 0.0237(18) 0.0193(15) 0.029(2) -0.0022(14) 0.0110(16) 0.0001(14) C5 0.028(2) 0.0301(19) 0.026(2) -0.0030(16) 0.0099(17) -0.0052(16) C6 0.033(2) 0.040(2) 0.032(2) 0.0137(18) 0.0174(19) 0.0045(18) C7 0.037(2) 0.0218(17) 0.051(3) 0.0049(18) 0.018(2) 0.0017(17) C8 0.036(2) 0.0203(17) 0.036(2) -0.0047(16) 0.0151(19) 0.0014(16) C9 0.027(2) 0.0228(17) 0.025(2) -0.0028(15) 0.0088(16) -0.0012(15) C10 0.036(2) 0.0238(18) 0.026(2) -0.0066(15) 0.0073(17) 0.0019(16) C11 0.060(3) 0.0190(17) 0.020(2) -0.0047(14) 0.0081(19) 0.0009(17) C12 0.030(2) 0.0214(17) 0.026(2) -0.0014(14) 0.0094(17) 0.0027(14) C13 0.0244(18) 0.0271(18) 0.0213(18) -0.0014(15) 0.0045(15) -0.0019(15) C14 0.026(2) 0.0242(17) 0.0205(18) -0.0011(14) 0.0044(15) -0.0073(14) C15 0.0252(19) 0.0322(19) 0.0180(17) 0.0063(15) 0.0077(15) 0.0001(15) C16 0.027(2) 0.0249(17) 0.0199(19) 0.0031(14) 0.0106(16) -0.0021(14) C17 0.036(2) 0.0254(17) 0.0225(19) -0.0047(16) 0.0085(16) -0.0106(16) C18 0.047(3) 0.027(2) 0.027(2) -0.0099(16) 0.014(2) -0.0065(17) C19 0.047(3) 0.030(2) 0.034(2) -0.0020(17) 0.020(2) 0.0142(18) C20 0.032(2) 0.0242(18) 0.030(2) -0.0060(16) 0.0085(17) 0.0017(16) C21 0.031(2) 0.0167(16) 0.024(2) -0.0051(14) 0.0097(17) -0.0032(14) _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 C11 1.816(4) . ? S1 C10 1.834(4) . ? S2 C14 1.798(4) . ? S2 C15 1.823(4) . ? O1 C21 1.372(4) . ? O1 C1 1.431(5) . ? O2 C4 1.369(4) . ? O2 C3 1.440(4) . ? O3 C12 1.423(4) . ? O3 C13 1.425(5) . ? C1 C2 1.519(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.512(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.405(6) . ? C4 C9 1.411(5) . ? C5 C6 1.375(6) . ? C5 H5A 0.9500 . ? C6 C7 1.378(6) . ? C6 H6A 0.9500 . ? C7 C8 1.394(6) . ? C7 H7A 0.9500 . ? C8 C9 1.368(5) . ? C8 H8A 0.9500 . ? C9 C10 1.507(6) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.515(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.514(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.509(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.388(5) . ? C16 C21 1.393(6) . ? C17 C18 1.386(6) . ? C17 H17A 0.9500 . ? C18 C19 1.370(7) . ? C18 H18A 0.9500 . ? C19 C20 1.401(6) . ? C19 H19A 0.9500 . ? C20 C21 1.398(6) . ? C20 H20A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 S1 C10 102.8(2) . . ? C14 S2 C15 103.44(18) . . ? C21 O1 C1 117.9(3) . . ? C4 O2 C3 117.2(3) . . ? C12 O3 C13 112.8(3) . . ? O1 C1 C2 106.8(3) . . ? O1 C1 H1A 110.4 . . ? C2 C1 H1A 110.4 . . ? O1 C1 H1B 110.4 . . ? C2 C1 H1B 110.4 . . ? H1A C1 H1B 108.6 . . ? C3 C2 C1 112.0(3) . . ? C3 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? C3 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? O2 C3 C2 107.3(3) . . ? O2 C3 H3A 110.2 . . ? C2 C3 H3A 110.2 . . ? O2 C3 H3B 110.2 . . ? C2 C3 H3B 110.2 . . ? H3A C3 H3B 108.5 . . ? O2 C4 C5 123.5(3) . . ? O2 C4 C9 116.7(3) . . ? C5 C4 C9 119.8(3) . . ? C6 C5 C4 119.3(3) . . ? C6 C5 H5A 120.3 . . ? C4 C5 H5A 120.3 . . ? C5 C6 C7 121.7(4) . . ? C5 C6 H6A 119.1 . . ? C7 C6 H6A 119.1 . . ? C6 C7 C8 118.2(4) . . ? C6 C7 H7A 120.9 . . ? C8 C7 H7A 120.9 . . ? C9 C8 C7 122.5(4) . . ? C9 C8 H8A 118.8 . . ? C7 C8 H8A 118.8 . . ? C8 C9 C4 118.4(4) . . ? C8 C9 C10 120.6(3) . . ? C4 C9 C10 121.0(3) . . ? C9 C10 S1 114.2(3) . . ? C9 C10 H10A 108.7 . . ? S1 C10 H10A 108.7 . . ? C9 C10 H10B 108.7 . . ? S1 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C12 C11 S1 114.1(3) . . ? C12 C11 H11A 108.7 . . ? S1 C11 H11A 108.7 . . ? C12 C11 H11B 108.7 . . ? S1 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? O3 C12 C11 106.2(3) . . ? O3 C12 H12A 110.5 . . ? C11 C12 H12A 110.5 . . ? O3 C12 H12B 110.5 . . ? C11 C12 H12B 110.5 . . ? H12A C12 H12B 108.7 . . ? O3 C13 C14 106.9(3) . . ? O3 C13 H13A 110.3 . . ? C14 C13 H13A 110.3 . . ? O3 C13 H13B 110.3 . . ? C14 C13 H13B 110.3 . . ? H13A C13 H13B 108.6 . . ? C13 C14 S2 112.6(3) . . ? C13 C14 H14A 109.1 . . ? S2 C14 H14A 109.1 . . ? C13 C14 H14B 109.1 . . ? S2 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? C16 C15 S2 116.0(3) . . ? C16 C15 H15A 108.3 . . ? S2 C15 H15A 108.3 . . ? C16 C15 H15B 108.3 . . ? S2 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? C17 C16 C21 118.7(4) . . ? C17 C16 C15 120.5(4) . . ? C21 C16 C15 120.8(3) . . ? C18 C17 C16 121.2(4) . . ? C18 C17 H17A 119.4 . . ? C16 C17 H17A 119.4 . . ? C19 C18 C17 119.7(4) . . ? C19 C18 H18A 120.1 . . ? C17 C18 H18A 120.1 . . ? C18 C19 C20 120.7(4) . . ? C18 C19 H19A 119.6 . . ? C20 C19 H19A 119.6 . . ? C21 C20 C19 118.8(4) . . ? C21 C20 H20A 120.6 . . ? C19 C20 H20A 120.6 . . ? O1 C21 C16 115.7(4) . . ? O1 C21 C20 123.6(4) . . ? C16 C21 C20 120.7(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.280 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.051