# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global #TrackingRef '- C1CE00011J_ccdc_805251_805547_cif.txt' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Damir Safin' _publ_contact_author_email damir.safin@ksu.ru _publ_section_title ; Highly efficient [Ni{iPrHNC(S)NP(S)(OiPr)2-1,3-N,S'}2]/PR3 (R3 = Me3, Me2Ph) complex system for the generation of Ni0 for catalysis ; _publ_author_name M.Babashkina # Attachment '- [NiLII2].cif' data_safin67b _database_code_depnum_ccdc_archive 'CCDC 805251' #TrackingRef '- [NiLII2].cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H48 N4 Ni O4 P2 S4' _chemical_formula_sum 'C22 H48 N4 Ni O4 P2 S4' _chemical_formula_weight 681.53 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' Ni Ni 0.3393 1.1124 '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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0381(6) _cell_length_b 9.5374(6) _cell_length_c 9.7949(6) _cell_angle_alpha 91.109(2) _cell_angle_beta 90.152(2) _cell_angle_gamma 97.145(3) _cell_volume 837.60(9) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 362 _exptl_absorpt_coefficient_mu 0.956 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7068 _exptl_absorpt_correction_T_max 0.8778 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens CCD three-circle diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 27312 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0146 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 32.56 _reflns_number_total 6045 _reflns_number_gt 5567 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _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^)+(0.0290P)^2^+0.1638P] 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 0.0066(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6045 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0226 _refine_ls_R_factor_gt 0.0197 _refine_ls_wR_factor_ref 0.0557 _refine_ls_wR_factor_gt 0.0541 _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 Ni1 Ni 0.5000 0.5000 1.0000 0.01577(4) Uani 1 2 d S . . P1 P 0.73731(2) 0.53303(2) 0.750237(19) 0.01696(4) Uani 1 1 d . . . S1 S 0.54405(2) 0.60232(2) 0.799682(19) 0.01924(4) Uani 1 1 d . . . S2 S 0.55830(3) 0.28804(2) 0.94515(2) 0.02379(5) Uani 1 1 d . . . N1 N 0.73041(8) 0.36807(7) 0.72064(7) 0.02123(13) Uani 1 1 d . . . N2 N 0.64467(8) 0.13560(7) 0.74019(7) 0.02171(13) Uani 1 1 d . . . O1 O 0.86442(7) 0.57760(6) 0.85727(6) 0.02305(12) Uani 1 1 d . . . O2 O 0.79782(7) 0.61076(6) 0.61757(6) 0.02073(11) Uani 1 1 d . . . C1 C 0.65195(9) 0.26817(8) 0.79123(8) 0.01834(13) Uani 1 1 d . . . C2 C 0.89871(11) 0.72206(10) 0.91168(10) 0.02824(17) Uani 1 1 d . . . H2 H 0.8203 0.7802 0.8815 0.034 Uiso 1 1 calc R . . C3 C 1.04731(16) 0.78180(15) 0.85492(17) 0.0548(3) Uani 1 1 d . . . H3A H 1.0404 0.7852 0.7552 0.082 Uiso 1 1 calc R . . H3B H 1.1229 0.7216 0.8803 0.082 Uiso 1 1 calc R . . H3C H 1.0754 0.8775 0.8923 0.082 Uiso 1 1 calc R . . C4 C 0.89674(17) 0.71213(16) 1.06477(12) 0.0501(3) Uani 1 1 d . . . H4A H 0.7970 0.6727 1.0945 0.075 Uiso 1 1 calc R . . H4B H 0.9223 0.8066 1.1058 0.075 Uiso 1 1 calc R . . H4C H 0.9697 0.6507 1.0938 0.075 Uiso 1 1 calc R . . C5 C 0.72294(9) 0.57635(9) 0.48544(8) 0.02165(14) Uani 1 1 d . . . H5 H 0.6317 0.5075 0.4998 0.026 Uiso 1 1 calc R . . C6 C 0.67760(13) 0.71115(11) 0.43045(11) 0.0354(2) Uani 1 1 d . . . H6A H 0.6089 0.7494 0.4944 0.053 Uiso 1 1 calc R . . H6B H 0.6280 0.6916 0.3418 0.053 Uiso 1 1 calc R . . H6C H 0.7664 0.7802 0.4193 0.053 Uiso 1 1 calc R . . C7 C 0.82958(12) 0.50885(12) 0.39452(10) 0.0334(2) Uani 1 1 d . . . H7A H 0.8547 0.4223 0.4364 0.050 Uiso 1 1 calc R . . H7B H 0.9206 0.5748 0.3828 0.050 Uiso 1 1 calc R . . H7C H 0.7827 0.4856 0.3053 0.050 Uiso 1 1 calc R . . C8 C 0.70724(12) 0.11088(10) 0.60573(9) 0.02925(18) Uani 1 1 d . . . H8A H 0.6955 0.1924 0.5473 0.035 Uiso 1 1 calc R . . H8B H 0.6502 0.0260 0.5629 0.035 Uiso 1 1 calc R . . C9 C 0.86952(16) 0.09026(17) 0.61132(16) 0.0557(4) Uani 1 1 d . . . H9A H 0.9055 0.0748 0.5186 0.084 Uiso 1 1 calc R . . H9B H 0.8816 0.0079 0.6667 0.084 Uiso 1 1 calc R . . H9C H 0.9271 0.1746 0.6523 0.084 Uiso 1 1 calc R . . C10 C 0.57284(11) 0.01062(8) 0.80967(9) 0.02414(16) Uani 1 1 d . . . H10A H 0.5841 0.0262 0.9096 0.029 Uiso 1 1 calc R . . H10B H 0.6244 -0.0717 0.7841 0.029 Uiso 1 1 calc R . . C11 C 0.40894(12) -0.02298(11) 0.77509(11) 0.0356(2) Uani 1 1 d . . . H11A H 0.3669 -0.1073 0.8240 0.053 Uiso 1 1 calc R . . H11B H 0.3970 -0.0405 0.6765 0.053 Uiso 1 1 calc R . . H11C H 0.3567 0.0571 0.8023 0.053 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 Ni1 0.01853(7) 0.01403(6) 0.01510(6) -0.00028(4) 0.00347(4) 0.00337(5) P1 0.01866(9) 0.01556(9) 0.01656(8) -0.00017(6) 0.00234(6) 0.00179(7) S1 0.02201(9) 0.01887(9) 0.01776(8) 0.00187(6) 0.00412(6) 0.00593(7) S2 0.03736(12) 0.01569(8) 0.01940(9) 0.00126(6) 0.01022(8) 0.00717(8) N1 0.0242(3) 0.0164(3) 0.0231(3) -0.0016(2) 0.0068(2) 0.0027(2) N2 0.0295(3) 0.0160(3) 0.0199(3) -0.0021(2) 0.0059(2) 0.0041(2) O1 0.0247(3) 0.0209(3) 0.0235(3) -0.0008(2) -0.0041(2) 0.0030(2) O2 0.0217(3) 0.0219(3) 0.0176(2) 0.00139(19) 0.0026(2) -0.0016(2) C1 0.0212(3) 0.0167(3) 0.0178(3) -0.0012(2) 0.0019(2) 0.0051(3) C2 0.0292(4) 0.0237(4) 0.0311(4) -0.0050(3) -0.0074(3) 0.0015(3) C3 0.0455(7) 0.0426(7) 0.0705(9) -0.0035(6) 0.0044(6) -0.0166(5) C4 0.0583(8) 0.0611(8) 0.0301(5) -0.0155(5) -0.0085(5) 0.0075(6) C5 0.0209(3) 0.0249(4) 0.0190(3) 0.0014(3) 0.0001(3) 0.0022(3) C6 0.0397(5) 0.0323(5) 0.0360(5) 0.0071(4) -0.0064(4) 0.0101(4) C7 0.0327(5) 0.0465(6) 0.0224(4) -0.0044(4) 0.0025(3) 0.0115(4) C8 0.0425(5) 0.0221(4) 0.0230(4) -0.0061(3) 0.0099(3) 0.0044(4) C9 0.0494(7) 0.0605(8) 0.0609(8) -0.0068(6) 0.0237(6) 0.0227(6) C10 0.0336(4) 0.0154(3) 0.0238(4) 0.0017(3) 0.0028(3) 0.0042(3) C11 0.0378(5) 0.0305(5) 0.0364(5) 0.0076(4) -0.0035(4) -0.0052(4) _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 Ni1 S2 2.2085(2) 2_667 ? Ni1 S2 2.2085(2) . ? Ni1 S1 2.2231(2) 2_667 ? Ni1 S1 2.2231(2) . ? P1 O1 1.5666(6) . ? P1 O2 1.5740(6) . ? P1 N1 1.5877(7) . ? P1 S1 2.0004(3) . ? S2 C1 1.7496(8) . ? N1 C1 1.3225(10) . ? N2 C1 1.3444(10) . ? N2 C8 1.4611(11) . ? N2 C10 1.4652(11) . ? O1 C2 1.4639(11) . ? O2 C5 1.4712(10) . ? C2 C4 1.5043(15) . ? C2 C3 1.5045(17) . ? C2 H2 1.0000 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.5058(13) . ? C5 C7 1.5077(13) . ? C5 H5 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.5048(17) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.5122(14) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 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 S2 Ni1 S2 180.0 2_667 . ? S2 Ni1 S1 98.621(8) 2_667 2_667 ? S2 Ni1 S1 81.379(8) . 2_667 ? S2 Ni1 S1 81.378(8) 2_667 . ? S2 Ni1 S1 98.622(8) . . ? S1 Ni1 S1 179.999(10) 2_667 . ? O1 P1 O2 103.02(3) . . ? O1 P1 N1 108.30(4) . . ? O2 P1 N1 107.37(4) . . ? O1 P1 S1 113.19(3) . . ? O2 P1 S1 108.05(3) . . ? N1 P1 S1 115.97(3) . . ? P1 S1 Ni1 100.563(10) . . ? C1 S2 Ni1 117.88(3) . . ? C1 N1 P1 125.25(6) . . ? C1 N2 C8 119.67(7) . . ? C1 N2 C10 124.02(7) . . ? C8 N2 C10 116.29(7) . . ? C2 O1 P1 123.10(5) . . ? C5 O2 P1 120.15(5) . . ? N1 C1 N2 116.50(7) . . ? N1 C1 S2 127.49(6) . . ? N2 C1 S2 116.01(6) . . ? O1 C2 C4 106.62(9) . . ? O1 C2 C3 107.45(9) . . ? C4 C2 C3 113.91(10) . . ? O1 C2 H2 109.6 . . ? C4 C2 H2 109.6 . . ? C3 C2 H2 109.6 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 C6 107.62(7) . . ? O2 C5 C7 107.76(7) . . ? C6 C5 C7 113.74(8) . . ? O2 C5 H5 109.2 . . ? C6 C5 H5 109.2 . . ? C7 C5 H5 109.2 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C9 113.05(9) . . ? N2 C8 H8A 109.0 . . ? C9 C8 H8A 109.0 . . ? N2 C8 H8B 109.0 . . ? C9 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 C11 113.01(7) . . ? N2 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? N2 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 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 O1 P1 S1 Ni1 -59.54(3) . . . . ? O2 P1 S1 Ni1 -172.96(2) . . . . ? N1 P1 S1 Ni1 66.51(3) . . . . ? S2 Ni1 S1 P1 136.174(11) 2_667 . . . ? S2 Ni1 S1 P1 -43.826(11) . . . . ? S1 Ni1 S2 C1 -167.35(3) 2_667 . . . ? S1 Ni1 S2 C1 12.65(3) . . . . ? O1 P1 N1 C1 87.58(8) . . . . ? O2 P1 N1 C1 -161.80(7) . . . . ? S1 P1 N1 C1 -40.91(8) . . . . ? O2 P1 O1 C2 68.58(7) . . . . ? N1 P1 O1 C2 -177.89(7) . . . . ? S1 P1 O1 C2 -47.85(7) . . . . ? O1 P1 O2 C5 169.16(6) . . . . ? N1 P1 O2 C5 54.96(7) . . . . ? S1 P1 O2 C5 -70.81(6) . . . . ? P1 N1 C1 N2 171.61(6) . . . . ? P1 N1 C1 S2 -9.37(11) . . . . ? C8 N2 C1 N1 -6.77(12) . . . . ? C10 N2 C1 N1 175.07(8) . . . . ? C8 N2 C1 S2 174.10(7) . . . . ? C10 N2 C1 S2 -4.06(11) . . . . ? Ni1 S2 C1 N1 21.07(9) . . . . ? Ni1 S2 C1 N2 -159.91(5) . . . . ? P1 O1 C2 C4 127.16(8) . . . . ? P1 O1 C2 C3 -110.35(9) . . . . ? P1 O2 C5 C6 122.81(7) . . . . ? P1 O2 C5 C7 -114.15(7) . . . . ? C1 N2 C8 C9 88.69(11) . . . . ? C10 N2 C8 C9 -93.01(11) . . . . ? C1 N2 C10 C11 89.20(10) . . . . ? C8 N2 C10 C11 -89.02(10) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.381 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.044 # Attachment '- [NiLI2].cif' data_safin65a _database_code_depnum_ccdc_archive 'CCDC 805252' #TrackingRef '- [NiLI2].cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H44 N4 Ni O4 P2 S4' _chemical_formula_sum 'C20 H44 N4 Ni O4 P2 S4' _chemical_formula_weight 653.48 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' Ni Ni 0.3393 1.1124 '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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.81660(10) _cell_length_b 9.81210(10) _cell_length_c 10.7912(2) _cell_angle_alpha 103.5394(7) _cell_angle_beta 107.5586(6) _cell_angle_gamma 102.1174(7) _cell_volume 824.72(2) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9999 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colourless _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 1.316 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 346 _exptl_absorpt_coefficient_mu 0.968 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.771 _exptl_absorpt_correction_T_max 0.851 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens CCD three-circle diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 19504 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 30.03 _reflns_number_total 4795 _reflns_number_gt 4055 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _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^)+(0.0543P)^2^+0.1553P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4795 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0910 _refine_ls_wR_factor_gt 0.0860 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.0000 0.5000 0.5000 0.02081(8) Uani 1 2 d S . . P1 P 0.35137(4) 0.65171(4) 0.75504(4) 0.02098(9) Uani 1 1 d . . . S1 S 0.53145(5) 0.60643(4) 0.87738(4) 0.03225(10) Uani 1 1 d . . . S2 S -0.02142(5) 0.26858(4) 0.49088(4) 0.02746(10) Uani 1 1 d . . . O1 O 0.40436(13) 0.75092(11) 0.67058(10) 0.0237(2) Uani 1 1 d . . . O2 O 0.26755(13) 0.75594(11) 0.82648(10) 0.0263(2) Uani 1 1 d . . . N1 N 0.19944(15) 0.50699(13) 0.63937(12) 0.0226(2) Uani 1 1 d . . . N2 N 0.24810(16) 0.30239(13) 0.71079(13) 0.0243(2) Uani 1 1 d . . . H2 H 0.328(3) 0.355(2) 0.770(2) 0.039(6) Uiso 1 1 d . . . C1 C 0.16249(17) 0.36361(15) 0.62929(14) 0.0211(3) Uani 1 1 d . . . C2 C 0.4975(2) 0.70670(18) 0.58419(17) 0.0318(3) Uani 1 1 d . . . H2A H 0.5219 0.6164 0.5954 0.038 Uiso 1 1 calc R . . C3 C 0.3918(3) 0.6772(3) 0.4375(2) 0.0518(5) Uani 1 1 d . . . H3A H 0.2902 0.6000 0.4122 0.078 Uiso 1 1 calc R . . H3B H 0.4514 0.6477 0.3800 0.078 Uiso 1 1 calc R . . H3C H 0.3659 0.7648 0.4261 0.078 Uiso 1 1 calc R . . C4 C 0.6587(3) 0.8282(3) 0.6347(3) 0.0726(8) Uani 1 1 d . . . H4A H 0.7195 0.8424 0.7294 0.109 Uiso 1 1 calc R . . H4B H 0.6355 0.9174 0.6256 0.109 Uiso 1 1 calc R . . H4C H 0.7242 0.8023 0.5814 0.109 Uiso 1 1 calc R . . C5 C 0.2094(2) 0.7312(2) 0.93509(18) 0.0368(4) Uani 1 1 d . . . H5 H 0.2820 0.6865 0.9898 0.044 Uiso 1 1 calc R . . C6 C 0.0339(3) 0.6297(3) 0.8723(3) 0.0749(8) Uani 1 1 d . . . H6A H 0.0317 0.5360 0.8180 0.112 Uiso 1 1 calc R . . H6B H -0.0364 0.6711 0.8152 0.112 Uiso 1 1 calc R . . H6C H -0.0059 0.6169 0.9437 0.112 Uiso 1 1 calc R . . C7 C 0.2261(3) 0.8817(3) 1.0238(2) 0.0522(5) Uani 1 1 d . . . H7A H 0.3414 0.9400 1.0635 0.078 Uiso 1 1 calc R . . H7B H 0.1856 0.8720 1.0954 0.078 Uiso 1 1 calc R . . H7C H 0.1620 0.9288 0.9687 0.078 Uiso 1 1 calc R . . C8 C 0.19648(19) 0.14604(15) 0.69716(15) 0.0262(3) Uani 1 1 d . . . H8 H 0.1397 0.0893 0.5995 0.031 Uiso 1 1 calc R . . C9 C 0.0757(2) 0.1166(2) 0.7698(2) 0.0411(4) Uani 1 1 d . . . H9A H -0.0220 0.1430 0.7289 0.062 Uiso 1 1 calc R . . H9B H 0.1286 0.1741 0.8651 0.062 Uiso 1 1 calc R . . H9C H 0.0442 0.0140 0.7612 0.062 Uiso 1 1 calc R . . C10 C 0.3503(2) 0.10093(19) 0.75396(19) 0.0365(4) Uani 1 1 d . . . H10A H 0.4219 0.1182 0.7039 0.055 Uiso 1 1 calc R . . H10B H 0.3178 -0.0017 0.7450 0.055 Uiso 1 1 calc R . . H10C H 0.4090 0.1577 0.8490 0.055 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 Ni1 0.02213(13) 0.01438(12) 0.02182(13) 0.00563(9) 0.00312(10) 0.00481(9) P1 0.02256(17) 0.01559(16) 0.02147(17) 0.00438(13) 0.00565(13) 0.00447(13) S1 0.02894(19) 0.02525(19) 0.0307(2) 0.00649(15) -0.00220(15) 0.00653(15) S2 0.02706(18) 0.01544(16) 0.02946(19) 0.00522(14) -0.00059(14) 0.00393(13) O1 0.0270(5) 0.0177(5) 0.0286(5) 0.0069(4) 0.0137(4) 0.0066(4) O2 0.0328(5) 0.0234(5) 0.0244(5) 0.0064(4) 0.0131(4) 0.0095(4) N1 0.0225(5) 0.0151(5) 0.0243(6) 0.0060(4) 0.0022(5) 0.0038(4) N2 0.0240(6) 0.0159(5) 0.0274(6) 0.0069(5) 0.0026(5) 0.0047(5) C1 0.0236(6) 0.0167(6) 0.0229(6) 0.0057(5) 0.0088(5) 0.0062(5) C2 0.0350(8) 0.0283(8) 0.0372(8) 0.0068(6) 0.0214(7) 0.0119(6) C3 0.0534(12) 0.0701(15) 0.0371(10) 0.0139(10) 0.0260(9) 0.0189(11) C4 0.0424(11) 0.0794(18) 0.0722(16) -0.0105(13) 0.0354(12) -0.0114(11) C5 0.0457(10) 0.0430(10) 0.0306(8) 0.0148(7) 0.0219(7) 0.0162(8) C6 0.0679(16) 0.0796(18) 0.0672(16) 0.0074(14) 0.0457(14) -0.0101(14) C7 0.0718(14) 0.0550(13) 0.0407(10) 0.0097(9) 0.0321(10) 0.0305(11) C8 0.0302(7) 0.0148(6) 0.0281(7) 0.0073(5) 0.0042(6) 0.0051(5) C9 0.0380(9) 0.0372(9) 0.0518(11) 0.0228(8) 0.0176(8) 0.0073(7) C10 0.0384(9) 0.0239(7) 0.0448(9) 0.0135(7) 0.0070(7) 0.0138(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 Ni1 N1 1.9141(12) 2_566 ? Ni1 N1 1.9141(12) . ? Ni1 S2 2.2149(3) . ? Ni1 S2 2.2149(3) 2_566 ? Ni1 C1 2.5026(14) 2_566 ? Ni1 C1 2.5026(14) . ? P1 O1 1.5742(11) . ? P1 O2 1.5743(10) . ? P1 N1 1.6527(12) . ? P1 S1 1.9409(5) . ? S2 C1 1.7266(14) . ? O1 C2 1.4673(17) . ? O2 C5 1.4623(19) . ? N1 C1 1.3461(18) . ? N2 C1 1.3195(18) . ? N2 C8 1.4640(18) . ? N2 H2 0.77(2) . ? C2 C3 1.497(3) . ? C2 C4 1.502(3) . ? C2 H2A 0.9800 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.500(3) . ? C5 C7 1.510(3) . ? C5 H5 0.9800 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C10 1.513(2) . ? C8 C9 1.520(2) . ? C8 H8 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? 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 N1 Ni1 N1 179.999(1) 2_566 . ? N1 Ni1 S2 105.65(4) 2_566 . ? N1 Ni1 S2 74.35(4) . . ? N1 Ni1 S2 74.35(4) 2_566 2_566 ? N1 Ni1 S2 105.65(4) . 2_566 ? S2 Ni1 S2 180.000(1) . 2_566 ? N1 Ni1 C1 32.11(5) 2_566 2_566 ? N1 Ni1 C1 147.89(5) . 2_566 ? S2 Ni1 C1 137.61(3) . 2_566 ? S2 Ni1 C1 42.39(3) 2_566 2_566 ? N1 Ni1 C1 147.89(5) 2_566 . ? N1 Ni1 C1 32.11(5) . . ? S2 Ni1 C1 42.39(3) . . ? S2 Ni1 C1 137.61(3) 2_566 . ? C1 Ni1 C1 180.00(4) 2_566 . ? O1 P1 O2 96.28(6) . . ? O1 P1 N1 104.88(6) . . ? O2 P1 N1 107.19(6) . . ? O1 P1 S1 115.60(4) . . ? O2 P1 S1 115.82(5) . . ? N1 P1 S1 114.99(5) . . ? C1 S2 Ni1 77.74(5) . . ? C2 O1 P1 120.22(9) . . ? C5 O2 P1 122.88(10) . . ? C1 N1 P1 131.13(10) . . ? C1 N1 Ni1 98.79(9) . . ? P1 N1 Ni1 129.14(7) . . ? C1 N2 C8 124.13(12) . . ? C1 N2 H2 115.5(16) . . ? C8 N2 H2 120.4(16) . . ? N2 C1 N1 127.08(13) . . ? N2 C1 S2 124.24(11) . . ? N1 C1 S2 108.68(10) . . ? N2 C1 Ni1 173.17(11) . . ? N1 C1 Ni1 49.10(7) . . ? S2 C1 Ni1 59.87(4) . . ? O1 C2 C3 108.79(14) . . ? O1 C2 C4 107.05(14) . . ? C3 C2 C4 113.67(19) . . ? O1 C2 H2A 109.1 . . ? C3 C2 H2A 109.1 . . ? C4 C2 H2A 109.1 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 C6 109.51(16) . . ? O2 C5 C7 105.73(16) . . ? C6 C5 C7 113.48(19) . . ? O2 C5 H5 109.3 . . ? C6 C5 H5 109.3 . . ? C7 C5 H5 109.3 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C10 108.84(12) . . ? N2 C8 C9 110.35(13) . . ? C10 C8 C9 111.79(14) . . ? N2 C8 H8 108.6 . . ? C10 C8 H8 108.6 . . ? C9 C8 H8 108.6 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 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 N1 Ni1 S2 C1 -176.17(6) 2_566 . . . ? N1 Ni1 S2 C1 3.83(6) . . . . ? C1 Ni1 S2 C1 180.0 2_566 . . . ? O2 P1 O1 C2 177.90(11) . . . . ? N1 P1 O1 C2 -72.41(12) . . . . ? S1 P1 O1 C2 55.32(11) . . . . ? O1 P1 O2 C5 -172.20(12) . . . . ? N1 P1 O2 C5 80.07(13) . . . . ? S1 P1 O2 C5 -49.79(13) . . . . ? O1 P1 N1 C1 141.65(13) . . . . ? O2 P1 N1 C1 -116.77(14) . . . . ? S1 P1 N1 C1 13.55(16) . . . . ? O1 P1 N1 Ni1 -51.90(10) . . . . ? O2 P1 N1 Ni1 49.67(11) . . . . ? S1 P1 N1 Ni1 179.99(6) . . . . ? S2 Ni1 N1 C1 -4.86(8) . . . . ? S2 Ni1 N1 C1 175.14(8) 2_566 . . . ? C1 Ni1 N1 C1 180.0 2_566 . . . ? S2 Ni1 N1 P1 -174.57(10) . . . . ? S2 Ni1 N1 P1 5.43(10) 2_566 . . . ? C1 Ni1 N1 P1 10.29(16) 2_566 . . . ? C1 Ni1 N1 P1 -169.71(16) . . . . ? C8 N2 C1 N1 177.22(14) . . . . ? C8 N2 C1 S2 -1.7(2) . . . . ? P1 N1 C1 N2 -3.3(2) . . . . ? Ni1 N1 C1 N2 -172.70(13) . . . . ? P1 N1 C1 S2 175.75(9) . . . . ? Ni1 N1 C1 S2 6.35(10) . . . . ? P1 N1 C1 Ni1 169.40(16) . . . . ? Ni1 S2 C1 N2 173.54(13) . . . . ? Ni1 S2 C1 N1 -5.54(9) . . . . ? N1 Ni1 C1 N1 180.0 2_566 . . . ? S2 Ni1 C1 N1 173.04(11) . . . . ? S2 Ni1 C1 N1 -6.96(11) 2_566 . . . ? N1 Ni1 C1 S2 6.96(11) 2_566 . . . ? N1 Ni1 C1 S2 -173.04(11) . . . . ? S2 Ni1 C1 S2 180.0 2_566 . . . ? P1 O1 C2 C3 115.45(15) . . . . ? P1 O1 C2 C4 -121.33(17) . . . . ? P1 O2 C5 C6 -87.0(2) . . . . ? P1 O2 C5 C7 150.36(13) . . . . ? C1 N2 C8 C10 152.40(15) . . . . ? C1 N2 C8 C9 -84.59(18) . . . . ? 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 N2 H2 S1 0.77(2) 2.49(2) 3.1659(13) 148(2) . _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.711 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.071 # Attachment '- HLI.cif' data_safin73 _database_code_depnum_ccdc_archive 'CCDC 805546' #TrackingRef '- HLI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H23 N2 O2 P S2' _chemical_formula_sum 'C10 H23 N2 O2 P S2' _chemical_formula_weight 298.39 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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7411(4) _cell_length_b 9.4953(4) _cell_length_c 10.2409(5) _cell_angle_alpha 94.511(2) _cell_angle_beta 99.974(2) _cell_angle_gamma 94.849(2) _cell_volume 830.37(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.66 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.193 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 320 _exptl_absorpt_coefficient_mu 0.411 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7730 _exptl_absorpt_correction_T_max 0.9113 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens CCD three-circle diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 21707 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0152 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 32.61 _reflns_number_total 6020 _reflns_number_gt 5350 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _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^)+(0.0421P)^2^+0.1715P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6020 _refine_ls_number_parameters 162 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0811 _refine_ls_wR_factor_gt 0.0770 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 0.69149(3) 0.68056(3) 1.09444(2) 0.03233(6) Uani 1 1 d . . . P1 P 0.72300(2) 0.68517(2) 0.91459(2) 0.02238(5) Uani 1 1 d . . . O1 O 0.79311(7) 0.55637(7) 0.84786(7) 0.02753(12) Uani 1 1 d . . . N1 N 0.85280(9) 0.81957(8) 0.89977(7) 0.02533(14) Uani 1 1 d . . . H1 H 0.8923(16) 0.8673(15) 0.9710(14) 0.039(3) Uiso 1 1 d . . . S2 S 1.01921(3) 1.01436(2) 0.79780(2) 0.03346(6) Uani 1 1 d . . . O2 O 0.57316(7) 0.69434(7) 0.80520(6) 0.02634(12) Uani 1 1 d . . . N2 N 0.84978(12) 0.78219(10) 0.67373(8) 0.0367(2) Uani 1 1 d . . . H2 H 0.7955(19) 0.7126(17) 0.6786(15) 0.052(4) Uiso 1 1 d . . . C2 C 0.90031(10) 0.86429(9) 0.78691(8) 0.02353(14) Uani 1 1 d . . . C3 C 0.87249(13) 0.81737(11) 0.54104(9) 0.0350(2) Uani 1 1 d . . . H3 H 0.9740 0.8777 0.5508 0.042 Uiso 1 1 calc R . . C4 C 0.74404(17) 0.90044(19) 0.47962(13) 0.0569(4) Uani 1 1 d . . . H4A H 0.7429 0.9877 0.5372 0.085 Uiso 1 1 calc R . . H4B H 0.6434 0.8430 0.4698 0.085 Uiso 1 1 calc R . . H4C H 0.7620 0.9247 0.3919 0.085 Uiso 1 1 calc R . . C5 C 0.8831(2) 0.68081(16) 0.45803(13) 0.0634(4) Uani 1 1 d . . . H5A H 0.9685 0.6314 0.5025 0.095 Uiso 1 1 calc R . . H5B H 0.9031 0.7025 0.3702 0.095 Uiso 1 1 calc R . . H5C H 0.7845 0.6201 0.4476 0.095 Uiso 1 1 calc R . . C6 C 0.71886(11) 0.41028(10) 0.84425(12) 0.0344(2) Uani 1 1 d . . . H6 H 0.6217 0.4121 0.8833 0.041 Uiso 1 1 calc R . . C7 C 0.83417(15) 0.32988(12) 0.92730(15) 0.0488(3) Uani 1 1 d . . . H7A H 0.8550 0.3728 1.0196 0.073 Uiso 1 1 calc R . . H7B H 0.9317 0.3336 0.8921 0.073 Uiso 1 1 calc R . . H7C H 0.7911 0.2307 0.9243 0.073 Uiso 1 1 calc R . . C8 C 0.6780(2) 0.35236(18) 0.70055(17) 0.0735(5) Uani 1 1 d . . . H8A H 0.6028 0.4096 0.6525 0.110 Uiso 1 1 calc R . . H8B H 0.6318 0.2538 0.6942 0.110 Uiso 1 1 calc R . . H8C H 0.7726 0.3559 0.6612 0.110 Uiso 1 1 calc R . . C9 C 0.44616(11) 0.78002(11) 0.82712(10) 0.03339(19) Uani 1 1 d . . . H9 H 0.4245 0.7703 0.9189 0.040 Uiso 1 1 calc R . . C10 C 0.30553(14) 0.71629(17) 0.72667(15) 0.0559(3) Uani 1 1 d . . . H10A H 0.2814 0.6168 0.7414 0.084 Uiso 1 1 calc R . . H10B H 0.3279 0.7216 0.6366 0.084 Uiso 1 1 calc R . . H10C H 0.2160 0.7691 0.7368 0.084 Uiso 1 1 calc R . . C11 C 0.49333(17) 0.93418(13) 0.81390(17) 0.0547(3) Uani 1 1 d . . . H11A H 0.5851 0.9683 0.8818 0.082 Uiso 1 1 calc R . . H11B H 0.4070 0.9904 0.8261 0.082 Uiso 1 1 calc R . . H11C H 0.5184 0.9439 0.7252 0.082 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 S1 0.03115(11) 0.04101(13) 0.02409(10) 0.00684(8) 0.00553(8) -0.00524(9) P1 0.02101(9) 0.02322(10) 0.02212(10) 0.00349(7) 0.00232(7) -0.00042(7) O1 0.0241(3) 0.0227(3) 0.0364(3) 0.0041(2) 0.0073(2) 0.0010(2) N1 0.0292(3) 0.0252(3) 0.0195(3) 0.0018(2) 0.0028(2) -0.0055(3) S2 0.04404(13) 0.02856(11) 0.02668(11) -0.00282(8) 0.01332(9) -0.01208(9) O2 0.0230(3) 0.0289(3) 0.0254(3) 0.0000(2) 0.0001(2) 0.0041(2) N2 0.0519(5) 0.0333(4) 0.0204(3) 0.0008(3) 0.0049(3) -0.0171(4) C2 0.0256(3) 0.0226(3) 0.0216(3) 0.0019(3) 0.0034(3) 0.0000(3) C3 0.0424(5) 0.0403(5) 0.0205(4) 0.0033(3) 0.0055(3) -0.0070(4) C4 0.0500(7) 0.0865(10) 0.0390(6) 0.0237(6) 0.0104(5) 0.0140(7) C5 0.1060(13) 0.0530(8) 0.0294(5) -0.0055(5) 0.0150(7) 0.0000(8) C6 0.0271(4) 0.0236(4) 0.0517(6) 0.0013(4) 0.0080(4) -0.0024(3) C7 0.0460(6) 0.0313(5) 0.0737(9) 0.0170(5) 0.0152(6) 0.0105(4) C8 0.0873(12) 0.0539(8) 0.0634(9) -0.0171(7) -0.0095(9) -0.0158(8) C9 0.0278(4) 0.0387(5) 0.0337(4) 0.0014(4) 0.0028(3) 0.0113(3) C10 0.0304(5) 0.0663(8) 0.0636(8) -0.0075(7) -0.0101(5) 0.0133(5) C11 0.0550(7) 0.0362(6) 0.0735(9) 0.0045(6) 0.0071(6) 0.0175(5) _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 P1 1.9122(3) . ? P1 O1 1.5743(7) . ? P1 O2 1.5825(6) . ? P1 N1 1.6685(7) . ? O1 C6 1.4759(11) . ? N1 C2 1.3792(11) . ? N1 H1 0.831(15) . ? S2 C2 1.6757(8) . ? O2 C9 1.4680(11) . ? N2 C2 1.3298(11) . ? N2 C3 1.4666(12) . ? N2 H2 0.790(16) . ? C3 C4 1.5039(18) . ? C3 C5 1.5122(17) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C8 1.5010(19) . ? C6 C7 1.5025(16) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.5079(16) . ? C9 C11 1.5098(17) . ? C9 H9 1.0000 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 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 O1 P1 O2 99.77(4) . . ? O1 P1 N1 101.11(4) . . ? O2 P1 N1 107.02(4) . . ? O1 P1 S1 118.87(3) . . ? O2 P1 S1 116.73(3) . . ? N1 P1 S1 111.48(3) . . ? C6 O1 P1 120.46(6) . . ? C2 N1 P1 129.44(6) . . ? C2 N1 H1 115.9(10) . . ? P1 N1 H1 114.6(10) . . ? C9 O2 P1 123.35(6) . . ? C2 N2 C3 125.61(8) . . ? C2 N2 H2 116.1(11) . . ? C3 N2 H2 117.9(11) . . ? N2 C2 N1 116.95(8) . . ? N2 C2 S2 123.30(7) . . ? N1 C2 S2 119.74(6) . . ? N2 C3 C4 110.49(10) . . ? N2 C3 C5 108.25(9) . . ? C4 C3 C5 112.98(11) . . ? N2 C3 H3 108.3 . . ? C4 C3 H3 108.3 . . ? C5 C3 H3 108.3 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O1 C6 C8 106.99(10) . . ? O1 C6 C7 106.84(8) . . ? C8 C6 C7 113.81(12) . . ? O1 C6 H6 109.7 . . ? C8 C6 H6 109.7 . . ? C7 C6 H6 109.7 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 C9 C10 105.61(9) . . ? O2 C9 C11 109.85(9) . . ? C10 C9 C11 113.93(11) . . ? O2 C9 H9 109.1 . . ? C10 C9 H9 109.1 . . ? C11 C9 H9 109.1 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 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 O2 P1 O1 C6 -73.41(7) . . . . ? N1 P1 O1 C6 176.93(7) . . . . ? S1 P1 O1 C6 54.62(7) . . . . ? O1 P1 N1 C2 57.04(9) . . . . ? O2 P1 N1 C2 -46.90(9) . . . . ? S1 P1 N1 C2 -175.66(7) . . . . ? O1 P1 O2 C9 167.86(7) . . . . ? N1 P1 O2 C9 -87.24(8) . . . . ? S1 P1 O2 C9 38.43(8) . . . . ? C3 N2 C2 N1 173.10(10) . . . . ? C3 N2 C2 S2 -8.12(16) . . . . ? P1 N1 C2 N2 -7.85(13) . . . . ? P1 N1 C2 S2 173.33(5) . . . . ? C2 N2 C3 C4 -86.90(14) . . . . ? C2 N2 C3 C5 148.90(13) . . . . ? P1 O1 C6 C8 122.38(11) . . . . ? P1 O1 C6 C7 -115.38(9) . . . . ? P1 O2 C9 C10 -158.06(9) . . . . ? P1 O2 C9 C11 78.67(11) . . . . ? 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 N1 H1 S2 0.831(15) 2.504(15) 3.3262(8) 170.5(13) 2_777 N2 H2 O1 0.790(16) 2.370(16) 2.9582(11) 132.0(14) . N2 H2 O2 0.790(16) 2.518(16) 3.0526(11) 126.2(14) . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.379 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.043 # Attachment 'web_deposit_cif_file_2_DamirA.Safin_1293016475.cif' data_safin71 #TrackingRef '- C1CE00011J_ccdc_805251_805547_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 805547' #TrackingRef 'web_deposit_cif_file_2_DamirA.Safin_1293016475.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C86 H90 Ag2 N4 O4 P6 S4, 2(C H2 Cl2)' _chemical_formula_sum 'C88 H94 Ag2 Cl4 N4 O4 P6 S4' _chemical_formula_weight 1943.27 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' 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' 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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.5874(7) _cell_length_b 12.8958(6) _cell_length_c 21.8166(10) _cell_angle_alpha 90.00 _cell_angle_beta 107.913(2) _cell_angle_gamma 90.00 _cell_volume 4440.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.453 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1996 _exptl_absorpt_coefficient_mu 0.815 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7524 _exptl_absorpt_correction_T_max 0.7979 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens CCD three-circle diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 54529 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 30.51 _reflns_number_total 13533 _reflns_number_gt 11049 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+7.1496P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13533 _refine_ls_number_parameters 509 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0564 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1342 _refine_ls_wR_factor_gt 0.1255 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.002 _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 0.739117(12) 0.668900(16) 0.494426(9) 0.02321(6) Uani 1 1 d . . . P1 P 0.88021(4) 0.53741(5) 0.62960(3) 0.01972(12) Uani 1 1 d . . . P2 P 0.70396(4) 0.55333(5) 0.39753(3) 0.02213(13) Uani 1 1 d . . . P3 P 0.64858(4) 0.81804(5) 0.49744(3) 0.02131(13) Uani 1 1 d . . . S1 S 0.75606(4) 0.55728(6) 0.59938(3) 0.02623(14) Uani 1 1 d . . . S2 S 0.89764(4) 0.70686(5) 0.51845(3) 0.02291(13) Uani 1 1 d . . . N1 N 0.92661(14) 0.51451(17) 0.57605(10) 0.0213(4) Uani 1 1 d . . . N2 N 0.97963(14) 0.54751(17) 0.49445(11) 0.0219(4) Uani 1 1 d . . . H2 H 0.993(2) 0.584(3) 0.4684(17) 0.026(8) Uiso 1 1 d . . . O1 O 0.90396(12) 0.44011(14) 0.67584(9) 0.0238(4) Uani 1 1 d . . . O2 O 0.93106(13) 0.62188(15) 0.67827(10) 0.0290(4) Uani 1 1 d . . . C1 C 0.93465(15) 0.58077(19) 0.53253(11) 0.0191(4) Uani 1 1 d . . . C2 C 0.8820(2) 0.3373(2) 0.64869(14) 0.0309(6) Uani 1 1 d . . . H2A H 0.8484 0.3438 0.6022 0.037 Uiso 1 1 calc R . . C3 C 0.9628(3) 0.2800(3) 0.6543(2) 0.0525(10) Uani 1 1 d . . . H3A H 0.9944 0.3165 0.6296 0.079 Uiso 1 1 calc R . . H3B H 0.9495 0.2096 0.6373 0.079 Uiso 1 1 calc R . . H3C H 0.9973 0.2765 0.6996 0.079 Uiso 1 1 calc R . . C4 C 0.8277(2) 0.2868(3) 0.68501(17) 0.0410(7) Uani 1 1 d . . . H4A H 0.7759 0.3275 0.6787 0.061 Uiso 1 1 calc R . . H4B H 0.8594 0.2840 0.7310 0.061 Uiso 1 1 calc R . . H4C H 0.8128 0.2163 0.6687 0.061 Uiso 1 1 calc R . . C5 C 0.8999(2) 0.7230(2) 0.69060(15) 0.0297(6) Uani 1 1 d . . . H5 H 0.8528 0.7455 0.6519 0.036 Uiso 1 1 calc R . . C6 C 0.8676(3) 0.7153(3) 0.7474(2) 0.0613(13) Uani 1 1 d . . . H6A H 0.8196 0.6672 0.7376 0.092 Uiso 1 1 calc R . . H6B H 0.8492 0.7839 0.7571 0.092 Uiso 1 1 calc R . . H6C H 0.9129 0.6898 0.7848 0.092 Uiso 1 1 calc R . . C7 C 0.9733(2) 0.7965(3) 0.70132(18) 0.0398(7) Uani 1 1 d . . . H7A H 0.9911 0.7993 0.6625 0.060 Uiso 1 1 calc R . . H7B H 1.0206 0.7723 0.7377 0.060 Uiso 1 1 calc R . . H7C H 0.9561 0.8659 0.7108 0.060 Uiso 1 1 calc R . . C11 C 0.77312(17) 0.4409(2) 0.40818(13) 0.0250(5) Uani 1 1 d . . . C12 C 0.7671(2) 0.3650(3) 0.45204(15) 0.0352(6) Uani 1 1 d . . . H12 H 0.7277 0.3734 0.4754 0.042 Uiso 1 1 calc R . . C13 C 0.8180(2) 0.2775(3) 0.46204(16) 0.0387(7) Uani 1 1 d . . . H13 H 0.8126 0.2255 0.4914 0.046 Uiso 1 1 calc R . . C14 C 0.8767(2) 0.2662(3) 0.42905(17) 0.0395(7) Uani 1 1 d . . . H14 H 0.9114 0.2060 0.4354 0.047 Uiso 1 1 calc R . . C15 C 0.88474(19) 0.3421(3) 0.38715(17) 0.0363(7) Uani 1 1 d . . . H15 H 0.9261 0.3350 0.3654 0.044 Uiso 1 1 calc R . . C16 C 0.83334(17) 0.4283(2) 0.37643(14) 0.0291(6) Uani 1 1 d . . . H16 H 0.8391 0.4799 0.3470 0.035 Uiso 1 1 calc R . . C21 C 0.72074(18) 0.6180(2) 0.32825(13) 0.0269(5) Uani 1 1 d . . . C22 C 0.7702(2) 0.7067(3) 0.33888(16) 0.0407(7) Uani 1 1 d . . . H22 H 0.7912 0.7349 0.3810 0.049 Uiso 1 1 calc R . . C23 C 0.7892(2) 0.7546(3) 0.28775(18) 0.0486(9) Uani 1 1 d . . . H23 H 0.8233 0.8153 0.2952 0.058 Uiso 1 1 calc R . . C24 C 0.7591(2) 0.7146(3) 0.22697(17) 0.0442(8) Uani 1 1 d . . . H24 H 0.7723 0.7472 0.1922 0.053 Uiso 1 1 calc R . . C25 C 0.7098(3) 0.6274(3) 0.21627(16) 0.0467(8) Uani 1 1 d . . . H25 H 0.6891 0.5998 0.1739 0.056 Uiso 1 1 calc R . . C26 C 0.6897(2) 0.5786(3) 0.26641(14) 0.0373(7) Uani 1 1 d . . . H26 H 0.6548 0.5186 0.2583 0.045 Uiso 1 1 calc R . . C31 C 0.59762(17) 0.4970(2) 0.36577(12) 0.0238(5) Uani 1 1 d . . . C32 C 0.58239(19) 0.3952(3) 0.34378(16) 0.0349(7) Uani 1 1 d . . . H32 H 0.6285 0.3528 0.3421 0.042 Uiso 1 1 calc R . . C33 C 0.5010(2) 0.3550(3) 0.32426(17) 0.0384(7) Uani 1 1 d . . . H33 H 0.4918 0.2850 0.3103 0.046 Uiso 1 1 calc R . . C34 C 0.4329(2) 0.4169(3) 0.32503(15) 0.0363(7) Uani 1 1 d . . . H34 H 0.3770 0.3895 0.3113 0.044 Uiso 1 1 calc R . . C35 C 0.44648(19) 0.5181(3) 0.34574(15) 0.0344(6) Uani 1 1 d . . . H35 H 0.3999 0.5608 0.3460 0.041 Uiso 1 1 calc R . . C36 C 0.52858(18) 0.5580(2) 0.36627(14) 0.0292(6) Uani 1 1 d . . . H36 H 0.5375 0.6277 0.3808 0.035 Uiso 1 1 calc R . . C41 C 0.63646(17) 0.9192(2) 0.43723(14) 0.0258(5) Uani 1 1 d . . . C42 C 0.6235(2) 0.8884(3) 0.37369(15) 0.0384(7) Uani 1 1 d . . . H42 H 0.6266 0.8169 0.3640 0.046 Uiso 1 1 calc R . . C43 C 0.6063(3) 0.9609(3) 0.32453(18) 0.0514(9) Uani 1 1 d . . . H43 H 0.5956 0.9390 0.2812 0.062 Uiso 1 1 calc R . . C44 C 0.6046(3) 1.0660(3) 0.3388(2) 0.0494(9) Uani 1 1 d . . . H44 H 0.5940 1.1161 0.3054 0.059 Uiso 1 1 calc R . . C45 C 0.6181(2) 1.0966(3) 0.4011(2) 0.0469(9) Uani 1 1 d . . . H45 H 0.6164 1.1683 0.4106 0.056 Uiso 1 1 calc R . . C46 C 0.6344(2) 1.0247(2) 0.45083(16) 0.0342(6) Uani 1 1 d . . . H46 H 0.6441 1.0473 0.4940 0.041 Uiso 1 1 calc R . . C51 C 0.53915(16) 0.7761(2) 0.48274(12) 0.0225(5) Uani 1 1 d . . . C52 C 0.47050(18) 0.8300(2) 0.44209(14) 0.0282(5) Uani 1 1 d . . . H52 H 0.4791 0.8950 0.4247 0.034 Uiso 1 1 calc R . . C53 C 0.38930(18) 0.7882(3) 0.42706(15) 0.0341(6) Uani 1 1 d . . . H53 H 0.3427 0.8244 0.3987 0.041 Uiso 1 1 calc R . . C54 C 0.3763(2) 0.6952(3) 0.45302(15) 0.0362(7) Uani 1 1 d . . . H54 H 0.3208 0.6669 0.4421 0.043 Uiso 1 1 calc R . . C55 C 0.4434(2) 0.6423(3) 0.49497(16) 0.0378(7) Uani 1 1 d . . . H55 H 0.4338 0.5789 0.5138 0.045 Uiso 1 1 calc R . . C56 C 0.52507(19) 0.6824(2) 0.50949(15) 0.0312(6) Uani 1 1 d . . . H56 H 0.5714 0.6456 0.5378 0.037 Uiso 1 1 calc R . . C61 C 0.67579(18) 0.8875(2) 0.57396(13) 0.0262(5) Uani 1 1 d . . . C62 C 0.6192(2) 0.9003(2) 0.60876(14) 0.0331(6) Uani 1 1 d . . . H62 H 0.5628 0.8753 0.5918 0.040 Uiso 1 1 calc R . . C63 C 0.6447(3) 0.9495(3) 0.66834(16) 0.0429(8) Uani 1 1 d . . . H63 H 0.6057 0.9588 0.6919 0.051 Uiso 1 1 calc R . . C64 C 0.7272(3) 0.9851(3) 0.69324(17) 0.0501(10) Uani 1 1 d . . . H64 H 0.7451 1.0173 0.7344 0.060 Uiso 1 1 calc R . . C65 C 0.7832(2) 0.9738(3) 0.65842(19) 0.0478(9) Uani 1 1 d . . . H65 H 0.8392 1.0003 0.6750 0.057 Uiso 1 1 calc R . . C66 C 0.7582(2) 0.9241(3) 0.59947(16) 0.0371(7) Uani 1 1 d . . . H66 H 0.7976 0.9148 0.5762 0.044 Uiso 1 1 calc R . . C1L C 0.9435(3) 0.9109(4) 0.4355(3) 0.0670(13) Uani 1 1 d . . . H1L1 H 0.9848 0.9015 0.4788 0.080 Uiso 1 1 calc R . . H1L2 H 0.9324 0.8420 0.4145 0.080 Uiso 1 1 calc R . . Cl1 Cl 0.98726(10) 0.99162(10) 0.39044(8) 0.0811(4) Uani 1 1 d . . . Cl2 Cl 0.84888(8) 0.96064(11) 0.44332(7) 0.0749(4) 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 0.02006(10) 0.02433(10) 0.02495(10) -0.00038(7) 0.00651(7) 0.00440(7) P1 0.0204(3) 0.0199(3) 0.0201(3) 0.0009(2) 0.0081(2) 0.0009(2) P2 0.0222(3) 0.0235(3) 0.0210(3) -0.0016(2) 0.0072(2) 0.0011(2) P3 0.0193(3) 0.0207(3) 0.0238(3) -0.0004(2) 0.0065(2) 0.0033(2) S1 0.0201(3) 0.0313(3) 0.0293(3) 0.0064(3) 0.0107(2) 0.0020(2) S2 0.0195(3) 0.0205(3) 0.0292(3) 0.0046(2) 0.0083(2) 0.0017(2) N1 0.0211(10) 0.0211(10) 0.0235(10) 0.0012(8) 0.0094(8) 0.0019(8) N2 0.0242(11) 0.0204(10) 0.0240(10) 0.0031(8) 0.0117(9) 0.0030(8) O1 0.0291(9) 0.0213(9) 0.0208(8) 0.0030(7) 0.0073(7) 0.0010(7) O2 0.0294(10) 0.0231(9) 0.0313(10) -0.0054(8) 0.0047(8) 0.0024(8) C1 0.0163(10) 0.0214(11) 0.0195(10) -0.0012(9) 0.0053(8) 0.0004(8) C2 0.0407(16) 0.0227(13) 0.0269(13) 0.0026(10) 0.0069(12) -0.0001(11) C3 0.069(3) 0.0386(19) 0.060(2) 0.0102(17) 0.036(2) 0.0199(18) C4 0.0399(18) 0.0341(16) 0.0460(18) 0.0121(14) 0.0089(14) -0.0076(14) C5 0.0401(16) 0.0203(12) 0.0342(14) -0.0041(10) 0.0197(12) -0.0002(11) C6 0.097(3) 0.046(2) 0.067(3) -0.0152(19) 0.064(3) -0.016(2) C7 0.0433(18) 0.0271(15) 0.053(2) -0.0091(14) 0.0206(15) -0.0074(13) C11 0.0230(12) 0.0249(12) 0.0251(12) -0.0049(10) 0.0043(10) 0.0018(10) C12 0.0369(16) 0.0365(16) 0.0330(15) 0.0034(12) 0.0119(12) 0.0054(13) C13 0.0398(17) 0.0315(16) 0.0386(16) 0.0056(13) 0.0027(13) 0.0028(13) C14 0.0265(14) 0.0316(15) 0.0496(18) -0.0108(14) -0.0041(13) 0.0062(12) C15 0.0216(13) 0.0378(16) 0.0475(18) -0.0130(14) 0.0076(12) 0.0040(12) C16 0.0219(12) 0.0330(14) 0.0330(14) -0.0056(11) 0.0095(11) -0.0026(11) C21 0.0263(13) 0.0307(14) 0.0248(12) 0.0035(10) 0.0093(10) 0.0056(11) C22 0.0459(19) 0.0438(18) 0.0316(15) 0.0031(13) 0.0107(13) -0.0119(15) C23 0.0443(19) 0.058(2) 0.0426(18) 0.0146(17) 0.0124(15) -0.0121(17) C24 0.0358(17) 0.063(2) 0.0354(16) 0.0211(16) 0.0140(13) 0.0079(16) C25 0.056(2) 0.058(2) 0.0260(15) 0.0049(15) 0.0130(14) 0.0032(18) C26 0.0447(18) 0.0410(17) 0.0250(13) -0.0006(12) 0.0092(12) -0.0027(14) C31 0.0226(12) 0.0295(13) 0.0194(11) -0.0019(9) 0.0064(9) 0.0016(10) C32 0.0271(14) 0.0346(15) 0.0403(16) -0.0136(13) 0.0066(12) 0.0026(12) C33 0.0299(15) 0.0373(16) 0.0423(17) -0.0136(13) 0.0024(13) -0.0032(13) C34 0.0249(14) 0.0445(18) 0.0349(15) -0.0057(13) 0.0022(11) -0.0047(13) C35 0.0233(13) 0.0409(17) 0.0370(15) 0.0000(13) 0.0062(11) 0.0084(12) C36 0.0282(13) 0.0274(13) 0.0305(13) -0.0007(11) 0.0067(11) 0.0053(11) C41 0.0215(12) 0.0255(12) 0.0310(13) 0.0036(10) 0.0092(10) 0.0015(10) C42 0.0465(19) 0.0380(17) 0.0325(15) 0.0024(13) 0.0146(14) 0.0000(14) C43 0.063(2) 0.057(2) 0.0358(18) 0.0145(16) 0.0175(17) 0.0022(19) C44 0.049(2) 0.048(2) 0.052(2) 0.0258(17) 0.0167(17) 0.0026(17) C45 0.045(2) 0.0281(16) 0.067(2) 0.0152(16) 0.0169(18) 0.0019(14) C46 0.0357(16) 0.0253(14) 0.0418(16) 0.0052(12) 0.0122(13) 0.0027(12) C51 0.0219(11) 0.0240(12) 0.0224(11) -0.0015(9) 0.0079(9) 0.0017(9) C52 0.0226(12) 0.0276(13) 0.0328(14) 0.0036(11) 0.0060(10) 0.0008(10) C53 0.0216(13) 0.0448(18) 0.0332(14) 0.0010(13) 0.0043(11) 0.0018(12) C54 0.0277(14) 0.0505(19) 0.0332(15) -0.0016(13) 0.0135(12) -0.0098(13) C55 0.0376(17) 0.0402(17) 0.0406(17) 0.0085(13) 0.0193(14) -0.0073(13) C56 0.0272(13) 0.0358(15) 0.0316(14) 0.0084(12) 0.0106(11) 0.0012(11) C61 0.0274(13) 0.0242(12) 0.0250(12) -0.0010(10) 0.0050(10) 0.0059(10) C62 0.0356(15) 0.0336(15) 0.0296(14) -0.0028(11) 0.0094(12) 0.0051(12) C63 0.054(2) 0.0422(18) 0.0320(16) -0.0061(13) 0.0131(15) 0.0119(16) C64 0.060(2) 0.0414(19) 0.0345(17) -0.0136(14) -0.0063(16) 0.0168(17) C65 0.0388(18) 0.0388(18) 0.051(2) -0.0167(16) -0.0078(15) 0.0052(15) C66 0.0295(15) 0.0358(16) 0.0411(17) -0.0099(13) 0.0038(12) 0.0053(12) C1L 0.065(3) 0.054(3) 0.090(4) 0.017(2) 0.036(3) 0.003(2) Cl1 0.0936(10) 0.0568(7) 0.1115(11) 0.0227(7) 0.0589(9) 0.0064(6) Cl2 0.0649(7) 0.0708(8) 0.0972(10) 0.0233(7) 0.0371(7) 0.0109(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 P3 2.4534(7) . ? Ag1 P2 2.5044(7) . ? Ag1 S2 2.5653(7) . ? Ag1 S1 2.6453(7) . ? P1 O2 1.573(2) . ? P1 O1 1.5820(19) . ? P1 N1 1.612(2) . ? P1 S1 1.9764(9) . ? P2 C11 1.819(3) . ? P2 C21 1.821(3) . ? P2 C31 1.835(3) . ? P3 C41 1.818(3) . ? P3 C61 1.825(3) . ? P3 C51 1.826(3) . ? S2 C1 1.732(3) . ? N1 C1 1.314(3) . ? N2 C1 1.346(3) . ? N2 N2 1.384(4) 3_766 ? N2 H2 0.82(4) . ? O1 C2 1.452(3) . ? O2 C5 1.458(3) . ? C2 C3 1.502(5) . ? C2 C4 1.518(4) . ? C2 H2A 1.0000 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.497(4) . ? C5 C7 1.504(4) . ? C5 H5 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C11 C16 1.389(4) . ? C11 C12 1.393(4) . ? C12 C13 1.386(5) . ? C12 H12 0.9500 . ? C13 C14 1.385(5) . ? C13 H13 0.9500 . ? C14 C15 1.374(5) . ? C14 H14 0.9500 . ? C15 C16 1.377(4) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C26 1.384(4) . ? C21 C22 1.385(5) . ? C22 C23 1.394(5) . ? C22 H22 0.9500 . ? C23 C24 1.366(6) . ? C23 H23 0.9500 . ? C24 C25 1.366(6) . ? C24 H24 0.9500 . ? C25 C26 1.389(5) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C36 1.392(4) . ? C31 C32 1.393(4) . ? C32 C33 1.385(4) . ? C32 H32 0.9500 . ? C33 C34 1.388(5) . ? C33 H33 0.9500 . ? C34 C35 1.376(5) . ? C34 H34 0.9500 . ? C35 C36 1.395(4) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C41 C42 1.394(4) . ? C41 C46 1.395(4) . ? C42 C43 1.385(5) . ? C42 H42 0.9500 . ? C43 C44 1.393(6) . ? C43 H43 0.9500 . ? C44 C45 1.366(6) . ? C44 H44 0.9500 . ? C45 C46 1.388(5) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C51 C56 1.392(4) . ? C51 C52 1.395(4) . ? C52 C53 1.393(4) . ? C52 H52 0.9500 . ? C53 C54 1.372(5) . ? C53 H53 0.9500 . ? C54 C55 1.384(5) . ? C54 H54 0.9500 . ? C55 C56 1.392(4) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C61 C62 1.386(4) . ? C61 C66 1.390(4) . ? C62 C63 1.390(4) . ? C62 H62 0.9500 . ? C63 C64 1.386(6) . ? C63 H63 0.9500 . ? C64 C65 1.377(6) . ? C64 H64 0.9500 . ? C65 C66 1.382(5) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? C1L Cl1 1.736(5) . ? C1L Cl2 1.753(5) . ? C1L H1L1 0.9900 . ? C1L H1L2 0.9900 . ? 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 P3 Ag1 P2 120.24(2) . . ? P3 Ag1 S2 116.25(2) . . ? P2 Ag1 S2 104.12(2) . . ? P3 Ag1 S1 107.84(2) . . ? P2 Ag1 S1 110.00(2) . . ? S2 Ag1 S1 95.61(2) . . ? O2 P1 O1 98.17(11) . . ? O2 P1 N1 109.86(12) . . ? O1 P1 N1 103.66(11) . . ? O2 P1 S1 115.01(8) . . ? O1 P1 S1 110.19(8) . . ? N1 P1 S1 117.57(9) . . ? C11 P2 C21 102.70(13) . . ? C11 P2 C31 103.17(13) . . ? C21 P2 C31 104.04(13) . . ? C11 P2 Ag1 113.11(9) . . ? C21 P2 Ag1 111.88(10) . . ? C31 P2 Ag1 120.10(9) . . ? C41 P3 C61 104.46(13) . . ? C41 P3 C51 101.71(12) . . ? C61 P3 C51 105.01(12) . . ? C41 P3 Ag1 118.42(9) . . ? C61 P3 Ag1 115.36(9) . . ? C51 P3 Ag1 110.28(9) . . ? P1 S1 Ag1 100.47(3) . . ? C1 S2 Ag1 98.18(8) . . ? C1 N1 P1 125.58(19) . . ? C1 N2 N2 120.5(3) . 3_766 ? C1 N2 H2 125(2) . . ? N2 N2 H2 114(2) 3_766 . ? C2 O1 P1 118.82(17) . . ? C5 O2 P1 126.63(19) . . ? N1 C1 N2 115.9(2) . . ? N1 C1 S2 129.00(19) . . ? N2 C1 S2 115.04(18) . . ? O1 C2 C3 108.1(3) . . ? O1 C2 C4 107.1(3) . . ? C3 C2 C4 113.9(3) . . ? O1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? C4 C2 H2A 109.2 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 C6 109.3(3) . . ? O2 C5 C7 106.0(2) . . ? C6 C5 C7 113.0(3) . . ? O2 C5 H5 109.4 . . ? C6 C5 H5 109.4 . . ? C7 C5 H5 109.4 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C16 C11 C12 118.3(3) . . ? C16 C11 P2 123.5(2) . . ? C12 C11 P2 118.2(2) . . ? C13 C12 C11 120.7(3) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C14 C13 C12 119.7(3) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C15 C14 C13 119.9(3) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.5(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 120.8(3) . . ? C15 C16 H16 119.6 . . ? C11 C16 H16 119.6 . . ? C26 C21 C22 119.3(3) . . ? C26 C21 P2 122.3(2) . . ? C22 C21 P2 118.2(2) . . ? C21 C22 C23 120.0(3) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 120.3(4) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 120.9(3) . . ? C24 C25 H25 119.5 . . ? C26 C25 H25 119.5 . . ? C21 C26 C25 119.6(3) . . ? C21 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C36 C31 C32 118.2(3) . . ? C36 C31 P2 118.1(2) . . ? C32 C31 P2 123.7(2) . . ? C33 C32 C31 121.0(3) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C32 C33 C34 120.1(3) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C35 C34 C33 119.8(3) . . ? C35 C34 H34 120.1 . . ? C33 C34 H34 120.1 . . ? C34 C35 C36 120.0(3) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C31 C36 C35 120.9(3) . . ? C31 C36 H36 119.6 . . ? C35 C36 H36 119.6 . . ? C42 C41 C46 118.9(3) . . ? C42 C41 P3 117.5(2) . . ? C46 C41 P3 123.4(2) . . ? C43 C42 C41 120.6(3) . . ? C43 C42 H42 119.7 . . ? C41 C42 H42 119.7 . . ? C42 C43 C44 119.8(4) . . ? C42 C43 H43 120.1 . . ? C44 C43 H43 120.1 . . ? C45 C44 C43 119.7(3) . . ? C45 C44 H44 120.1 . . ? C43 C44 H44 120.1 . . ? C44 C45 C46 121.1(3) . . ? C44 C45 H45 119.4 . . ? C46 C45 H45 119.4 . . ? C45 C46 C41 119.8(3) . . ? C45 C46 H46 120.1 . . ? C41 C46 H46 120.1 . . ? C56 C51 C52 119.3(3) . . ? C56 C51 P3 118.0(2) . . ? C52 C51 P3 122.5(2) . . ? C53 C52 C51 119.9(3) . . ? C53 C52 H52 120.0 . . ? C51 C52 H52 120.0 . . ? C54 C53 C52 120.3(3) . . ? C54 C53 H53 119.9 . . ? C52 C53 H53 119.9 . . ? C53 C54 C55 120.4(3) . . ? C53 C54 H54 119.8 . . ? C55 C54 H54 119.8 . . ? C54 C55 C56 119.8(3) . . ? C54 C55 H55 120.1 . . ? C56 C55 H55 120.1 . . ? C55 C56 C51 120.2(3) . . ? C55 C56 H56 119.9 . . ? C51 C56 H56 119.9 . . ? C62 C61 C66 119.2(3) . . ? C62 C61 P3 122.7(2) . . ? C66 C61 P3 118.0(2) . . ? C61 C62 C63 120.3(3) . . ? C61 C62 H62 119.9 . . ? C63 C62 H62 119.9 . . ? C64 C63 C62 119.8(3) . . ? C64 C63 H63 120.1 . . ? C62 C63 H63 120.1 . . ? C65 C64 C63 120.1(3) . . ? C65 C64 H64 120.0 . . ? C63 C64 H64 120.0 . . ? C64 C65 C66 120.2(3) . . ? C64 C65 H65 119.9 . . ? C66 C65 H65 119.9 . . ? C65 C66 C61 120.4(3) . . ? C65 C66 H66 119.8 . . ? C61 C66 H66 119.8 . . ? Cl1 C1L Cl2 112.3(3) . . ? Cl1 C1L H1L1 109.2 . . ? Cl2 C1L H1L1 109.2 . . ? Cl1 C1L H1L2 109.2 . . ? Cl2 C1L H1L2 109.2 . . ? H1L1 C1L H1L2 107.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P3 Ag1 P2 C11 -174.54(10) . . . . ? S2 Ag1 P2 C11 53.04(10) . . . . ? S1 Ag1 P2 C11 -48.43(10) . . . . ? P3 Ag1 P2 C21 70.06(10) . . . . ? S2 Ag1 P2 C21 -62.36(10) . . . . ? S1 Ag1 P2 C21 -163.82(10) . . . . ? P3 Ag1 P2 C31 -52.28(11) . . . . ? S2 Ag1 P2 C31 175.30(10) . . . . ? S1 Ag1 P2 C31 73.84(11) . . . . ? P2 Ag1 P3 C41 -61.07(11) . . . . ? S2 Ag1 P3 C41 65.97(11) . . . . ? S1 Ag1 P3 C41 171.82(11) . . . . ? P2 Ag1 P3 C61 174.14(11) . . . . ? S2 Ag1 P3 C61 -58.83(11) . . . . ? S1 Ag1 P3 C61 47.02(11) . . . . ? P2 Ag1 P3 C51 55.41(9) . . . . ? S2 Ag1 P3 C51 -177.55(9) . . . . ? S1 Ag1 P3 C51 -71.70(9) . . . . ? O2 P1 S1 Ag1 91.46(9) . . . . ? O1 P1 S1 Ag1 -158.74(8) . . . . ? N1 P1 S1 Ag1 -40.33(10) . . . . ? P3 Ag1 S1 P1 -131.53(3) . . . . ? P2 Ag1 S1 P1 95.62(4) . . . . ? S2 Ag1 S1 P1 -11.63(4) . . . . ? P3 Ag1 S2 C1 164.36(8) . . . . ? P2 Ag1 S2 C1 -60.96(8) . . . . ? S1 Ag1 S2 C1 51.31(8) . . . . ? O2 P1 N1 C1 -65.9(2) . . . . ? O1 P1 N1 C1 -170.0(2) . . . . ? S1 P1 N1 C1 68.2(2) . . . . ? O2 P1 O1 C2 -170.0(2) . . . . ? N1 P1 O1 C2 -57.2(2) . . . . ? S1 P1 O1 C2 69.5(2) . . . . ? O1 P1 O2 C5 -132.8(2) . . . . ? N1 P1 O2 C5 119.4(2) . . . . ? S1 P1 O2 C5 -15.9(2) . . . . ? P1 N1 C1 N2 176.64(19) . . . . ? P1 N1 C1 S2 -1.5(4) . . . . ? N2 N2 C1 N1 -5.5(4) 3_766 . . . ? N2 N2 C1 S2 172.9(2) 3_766 . . . ? Ag1 S2 C1 N1 -59.4(2) . . . . ? Ag1 S2 C1 N2 122.42(18) . . . . ? P1 O1 C2 C3 113.6(2) . . . . ? P1 O1 C2 C4 -123.4(2) . . . . ? P1 O2 C5 C6 94.7(3) . . . . ? P1 O2 C5 C7 -143.2(2) . . . . ? C21 P2 C11 C16 11.2(3) . . . . ? C31 P2 C11 C16 119.1(2) . . . . ? Ag1 P2 C11 C16 -109.6(2) . . . . ? C21 P2 C11 C12 -170.9(2) . . . . ? C31 P2 C11 C12 -63.0(3) . . . . ? Ag1 P2 C11 C12 68.3(2) . . . . ? C16 C11 C12 C13 -2.2(5) . . . . ? P2 C11 C12 C13 179.8(3) . . . . ? C11 C12 C13 C14 1.3(5) . . . . ? C12 C13 C14 C15 0.6(5) . . . . ? C13 C14 C15 C16 -1.6(5) . . . . ? C14 C15 C16 C11 0.7(5) . . . . ? C12 C11 C16 C15 1.2(4) . . . . ? P2 C11 C16 C15 179.1(2) . . . . ? C11 P2 C21 C26 72.0(3) . . . . ? C31 P2 C21 C26 -35.3(3) . . . . ? Ag1 P2 C21 C26 -166.4(2) . . . . ? C11 P2 C21 C22 -104.5(3) . . . . ? C31 P2 C21 C22 148.2(3) . . . . ? Ag1 P2 C21 C22 17.1(3) . . . . ? C26 C21 C22 C23 -0.9(5) . . . . ? P2 C21 C22 C23 175.7(3) . . . . ? C21 C22 C23 C24 0.1(6) . . . . ? C22 C23 C24 C25 0.2(6) . . . . ? C23 C24 C25 C26 0.1(6) . . . . ? C22 C21 C26 C25 1.2(5) . . . . ? P2 C21 C26 C25 -175.3(3) . . . . ? C24 C25 C26 C21 -0.8(6) . . . . ? C11 P2 C31 C36 165.1(2) . . . . ? C21 P2 C31 C36 -88.0(2) . . . . ? Ag1 P2 C31 C36 38.1(3) . . . . ? C11 P2 C31 C32 -12.0(3) . . . . ? C21 P2 C31 C32 94.9(3) . . . . ? Ag1 P2 C31 C32 -139.0(2) . . . . ? C36 C31 C32 C33 -1.4(5) . . . . ? P2 C31 C32 C33 175.7(3) . . . . ? C31 C32 C33 C34 1.4(5) . . . . ? C32 C33 C34 C35 -0.5(5) . . . . ? C33 C34 C35 C36 -0.4(5) . . . . ? C32 C31 C36 C35 0.4(4) . . . . ? P2 C31 C36 C35 -176.9(2) . . . . ? C34 C35 C36 C31 0.5(5) . . . . ? C61 P3 C41 C42 173.8(2) . . . . ? C51 P3 C41 C42 -77.1(3) . . . . ? Ag1 P3 C41 C42 43.9(3) . . . . ? C61 P3 C41 C46 -10.1(3) . . . . ? C51 P3 C41 C46 98.9(3) . . . . ? Ag1 P3 C41 C46 -140.1(2) . . . . ? C46 C41 C42 C43 -2.0(5) . . . . ? P3 C41 C42 C43 174.2(3) . . . . ? C41 C42 C43 C44 2.2(6) . . . . ? C42 C43 C44 C45 -1.4(6) . . . . ? C43 C44 C45 C46 0.6(6) . . . . ? C44 C45 C46 C41 -0.5(5) . . . . ? C42 C41 C46 C45 1.2(5) . . . . ? P3 C41 C46 C45 -174.8(3) . . . . ? C41 P3 C51 C56 164.9(2) . . . . ? C61 P3 C51 C56 -86.4(2) . . . . ? Ag1 P3 C51 C56 38.4(2) . . . . ? C41 P3 C51 C52 -10.0(3) . . . . ? C61 P3 C51 C52 98.6(2) . . . . ? Ag1 P3 C51 C52 -136.5(2) . . . . ? C56 C51 C52 C53 -2.0(4) . . . . ? P3 C51 C52 C53 172.9(2) . . . . ? C51 C52 C53 C54 1.2(5) . . . . ? C52 C53 C54 C55 0.7(5) . . . . ? C53 C54 C55 C56 -1.8(5) . . . . ? C54 C55 C56 C51 0.9(5) . . . . ? C52 C51 C56 C55 1.0(4) . . . . ? P3 C51 C56 C55 -174.2(2) . . . . ? C41 P3 C61 C62 106.5(3) . . . . ? C51 P3 C61 C62 -0.1(3) . . . . ? Ag1 P3 C61 C62 -121.7(2) . . . . ? C41 P3 C61 C66 -76.8(3) . . . . ? C51 P3 C61 C66 176.5(2) . . . . ? Ag1 P3 C61 C66 54.9(3) . . . . ? C66 C61 C62 C63 0.3(5) . . . . ? P3 C61 C62 C63 176.8(3) . . . . ? C61 C62 C63 C64 -0.6(5) . . . . ? C62 C63 C64 C65 1.5(6) . . . . ? C63 C64 C65 C66 -2.1(6) . . . . ? C64 C65 C66 C61 1.7(6) . . . . ? C62 C61 C66 C65 -0.8(5) . . . . ? P3 C61 C66 C65 -177.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.910 _refine_diff_density_min -1.748 _refine_diff_density_rms 0.106