# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H26 Ni O6' _chemical_formula_weight 349.04 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' 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' _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 5.2750(4) _cell_length_b 8.7923(7) _cell_length_c 9.3895(7) _cell_angle_alpha 74.675(2) _cell_angle_beta 81.562(2) _cell_angle_gamma 76.634(2) _cell_volume 406.91(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 186 _exptl_absorpt_coefficient_mu 1.215 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7511 _exptl_absorpt_correction_T_max 0.8110 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD Area Detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3348 _diffrn_reflns_av_R_equivalents 0.0161 _diffrn_reflns_av_sigmaI/netI 0.0188 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 24.98 _reflns_number_total 1383 _reflns_number_gt 1381 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.1000P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1383 _refine_ls_number_parameters 100 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0233 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0901 _refine_ls_wR_factor_gt 0.0900 _refine_ls_goodness_of_fit_ref 0.888 _refine_ls_restrained_S_all 0.888 _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 0.0000 1.0000 0.0000 0.01475(18) Uani 1 2 d S . . O1 O -0.1892(2) 0.81658(14) 0.02778(13) 0.0200(3) Uani 1 1 d . . . O2 O 0.1543(2) 0.90215(14) 0.19389(13) 0.0194(3) Uani 1 1 d . . . O3 O 0.3393(2) 0.86934(13) -0.10050(12) 0.0199(3) Uani 1 1 d . . . H3A H 0.4802 0.8609 -0.0641 0.030 Uiso 1 1 d R . . C1 C -0.2874(4) 0.5559(2) 0.1188(2) 0.0260(4) Uani 1 1 d . . . H1A H -0.2565 0.5411 0.0196 0.039 Uiso 1 1 calc R . . H1B H -0.4721 0.5865 0.1437 0.039 Uiso 1 1 calc R . . H1C H -0.2186 0.4570 0.1866 0.039 Uiso 1 1 calc R . . C2 C -0.1535(3) 0.68638(19) 0.12922(19) 0.0189(4) Uani 1 1 d . . . C3 C -0.0047(3) 0.6582(2) 0.2497(2) 0.0225(4) Uani 1 1 d . . . H3 H 0.0039 0.5591 0.3176 0.027 Uiso 1 1 calc R . . C4 C 0.1314(3) 0.7647(2) 0.27745(18) 0.0195(4) Uani 1 1 d . . . C5 C 0.2672(4) 0.7168(2) 0.4182(2) 0.0270(4) Uani 1 1 d . . . H5A H 0.2028 0.7968 0.4743 0.040 Uiso 1 1 calc R . . H5B H 0.4523 0.7083 0.3936 0.040 Uiso 1 1 calc R . . H5C H 0.2327 0.6148 0.4761 0.040 Uiso 1 1 calc R . . C6 C 0.3941(3) 0.9097(2) -0.25833(18) 0.0240(4) Uani 1 1 d . . . H6A H 0.4087 1.0219 -0.2911 0.029 Uiso 1 1 calc R . . H6B H 0.2495 0.8967 -0.3039 0.029 Uiso 1 1 calc R . . C7 C 0.6451(4) 0.8057(2) -0.3098(2) 0.0290(4) Uani 1 1 d . . . H7A H 0.6707 0.8340 -0.4161 0.043 Uiso 1 1 calc R . . H7B H 0.6328 0.6944 -0.2762 0.043 Uiso 1 1 calc R . . H7C H 0.7904 0.8228 -0.2695 0.043 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 0.0139(2) 0.0157(2) 0.0148(2) -0.00117(15) -0.00270(14) -0.00546(14) O1 0.0185(6) 0.0199(6) 0.0226(7) -0.0024(5) -0.0041(5) -0.0074(5) O2 0.0194(6) 0.0212(7) 0.0175(6) -0.0011(5) -0.0037(5) -0.0066(5) O3 0.0159(6) 0.0241(6) 0.0200(6) -0.0040(5) -0.0027(5) -0.0052(5) C1 0.0221(9) 0.0215(9) 0.0352(10) -0.0039(8) -0.0040(7) -0.0084(7) C2 0.0136(8) 0.0173(8) 0.0250(9) -0.0053(7) 0.0026(6) -0.0038(6) C3 0.0197(9) 0.0183(9) 0.0241(10) 0.0036(7) -0.0007(7) -0.0039(7) C4 0.0129(8) 0.0228(9) 0.0194(9) -0.0028(7) -0.0001(6) -0.0003(6) C5 0.0258(9) 0.0323(11) 0.0198(9) 0.0026(7) -0.0044(7) -0.0086(8) C6 0.0204(9) 0.0313(10) 0.0201(9) -0.0074(7) -0.0015(7) -0.0038(7) C7 0.0215(9) 0.0385(10) 0.0308(10) -0.0172(8) 0.0005(7) -0.0053(8) _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 O2 2.0000(12) . ? Ni1 O2 2.0000(11) 2_575 ? Ni1 O1 2.0274(12) . ? Ni1 O1 2.0274(12) 2_575 ? Ni1 O3 2.1309(11) 2_575 ? Ni1 O3 2.1309(11) . ? O1 C2 1.277(2) . ? O2 C4 1.276(2) . ? O3 C6 1.432(2) . ? O3 H3A 0.8428 . ? C1 C2 1.510(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.407(3) . ? C3 C4 1.398(3) . ? C3 H3 0.9300 . ? C4 C5 1.510(2) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.520(2) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 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 O2 Ni1 O2 180.0 . 2_575 ? O2 Ni1 O1 91.77(5) . . ? O2 Ni1 O1 88.23(5) 2_575 . ? O2 Ni1 O1 88.23(5) . 2_575 ? O2 Ni1 O1 91.77(5) 2_575 2_575 ? O1 Ni1 O1 180.0 . 2_575 ? O2 Ni1 O3 92.45(4) . 2_575 ? O2 Ni1 O3 87.55(4) 2_575 2_575 ? O1 Ni1 O3 89.30(5) . 2_575 ? O1 Ni1 O3 90.70(5) 2_575 2_575 ? O2 Ni1 O3 87.55(4) . . ? O2 Ni1 O3 92.45(4) 2_575 . ? O1 Ni1 O3 90.70(5) . . ? O1 Ni1 O3 89.30(5) 2_575 . ? O3 Ni1 O3 180.0 2_575 . ? C2 O1 Ni1 124.96(11) . . ? C4 O2 Ni1 125.10(11) . . ? C6 O3 Ni1 119.67(9) . . ? C6 O3 H3A 106.8 . . ? Ni1 O3 H3A 115.3 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.86(16) . . ? O1 C2 C1 116.62(15) . . ? C3 C2 C1 118.51(16) . . ? C4 C3 C2 126.40(16) . . ? C4 C3 H3 116.8 . . ? C2 C3 H3 116.8 . . ? O2 C4 C3 126.11(15) . . ? O2 C4 C5 115.19(15) . . ? C3 C4 C5 118.70(16) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O3 C6 C7 112.30(14) . . ? O3 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? O3 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? 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 . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.354 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.055 _database_code_depnum_ccdc_archive 'CCDC 949651' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H21 Ag3 N2 Ni O13' _chemical_formula_weight 819.66 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' Ag Ag -0.8971 1.1015 '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' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 41' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x, z+1/4' 'y, -x, z+3/4' _cell_length_a 15.0637(12) _cell_length_b 15.0637(12) _cell_length_c 10.8379(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2459.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.214 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 3.171 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5556 _exptl_absorpt_correction_T_max 0.5991 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD Area Detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27821 _diffrn_reflns_av_R_equivalents 0.0703 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 25.98 _reflns_number_total 4587 _reflns_number_gt 3610 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0380P)^2^+1.1770P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 4587 _refine_ls_number_parameters 307 _refine_ls_number_restraints 79 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.0841 _refine_ls_wR_factor_gt 0.0768 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 1.000 _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 C1 C 0.7003(6) -0.1346(5) 0.7545(10) 0.065(3) Uani 1 1 d . . . H1A H 0.6499 -0.1417 0.8080 0.097 Uiso 1 1 calc R . . H1B H 0.7536 -0.1328 0.8030 0.097 Uiso 1 1 calc R . . H1C H 0.7031 -0.1837 0.6982 0.097 Uiso 1 1 calc R . . C2 C 0.6911(5) -0.0495(4) 0.6831(8) 0.0428(18) Uani 1 1 d . . . C3 C 0.7582(5) -0.0271(5) 0.5994(8) 0.0455(19) Uani 1 1 d . . . H3 H 0.8133 -0.0538 0.6104 0.055 Uiso 1 1 calc R . . C4 C 0.7493(5) 0.0334(5) 0.4981(8) 0.050(2) Uani 1 1 d . . . C5 C 0.8189(6) 0.0304(7) 0.3955(10) 0.079(3) Uani 1 1 d . . . H5A H 0.8047 0.0738 0.3339 0.118 Uiso 1 1 calc R . . H5B H 0.8194 -0.0276 0.3588 0.118 Uiso 1 1 calc R . . H5C H 0.8764 0.0430 0.4296 0.118 Uiso 1 1 calc R . . C6 C 0.7780(5) 0.2767(5) 0.8441(9) 0.061(2) Uani 1 1 d . . . H6A H 0.8062 0.2243 0.8758 0.092 Uiso 1 1 calc R . . H6B H 0.7483 0.3072 0.9101 0.092 Uiso 1 1 calc R . . H6C H 0.8220 0.3151 0.8086 0.092 Uiso 1 1 calc R . . C7 C 0.7112(4) 0.2509(5) 0.7465(7) 0.0425(18) Uani 1 1 d . . . C8 C 0.6632(5) 0.3204(5) 0.6884(7) 0.0410(18) Uani 1 1 d . . . H8 H 0.6669 0.3766 0.7233 0.049 Uiso 1 1 calc R . . C9 C 0.6101(4) 0.3108(5) 0.5819(7) 0.0390(16) Uani 1 1 d . . . C10 C 0.5850(6) 0.3933(5) 0.5109(8) 0.055(2) Uani 1 1 d . . . H10A H 0.5497 0.3771 0.4407 0.082 Uiso 1 1 calc R . . H10B H 0.6379 0.4230 0.4836 0.082 Uiso 1 1 calc R . . H10C H 0.5516 0.4323 0.5633 0.082 Uiso 1 1 calc R . . C11 C 0.3939(6) 0.1484(6) 0.8954(8) 0.060(2) Uani 1 1 d . . . H11A H 0.4265 0.1955 0.9341 0.091 Uiso 1 1 calc R . . H11B H 0.3879 0.0998 0.9521 0.091 Uiso 1 1 calc R . . H11C H 0.3361 0.1695 0.8723 0.091 Uiso 1 1 calc R . . C12 C 0.4430(5) 0.1174(4) 0.7817(7) 0.0407(18) Uani 1 1 d . . . C13 C 0.4054(4) 0.0484(4) 0.7100(7) 0.0356(16) Uani 1 1 d . . . H13 H 0.3608 0.0142 0.7456 0.043 Uiso 1 1 calc R . . C14 C 0.4311(4) 0.0281(4) 0.5885(6) 0.0361(17) Uani 1 1 d . . . C15 C 0.3755(6) -0.0387(5) 0.5192(8) 0.061(2) Uani 1 1 d . . . H15A H 0.3992 -0.0465 0.4377 0.091 Uiso 1 1 calc R . . H15B H 0.3155 -0.0176 0.5137 0.091 Uiso 1 1 calc R . . H15C H 0.3765 -0.0944 0.5622 0.091 Uiso 1 1 calc R . . N1 N 0.3589(5) 0.3983(4) 0.8357(7) 0.0552(17) Uani 1 1 d . . . N2 N 0.8586(6) 0.0181(6) 1.0091(10) 0.077(2) Uani 1 1 d . . . O1 O 0.6216(3) -0.0042(3) 0.7000(4) 0.0393(12) Uani 1 1 d U . . O2 O 0.6856(3) 0.0857(3) 0.4852(5) 0.0449(12) Uani 1 1 d U . . O3 O 0.4957(3) 0.0621(3) 0.5309(4) 0.0378(11) Uani 1 1 d U . . O4 O 0.5149(3) 0.1579(3) 0.7575(4) 0.0373(11) Uani 1 1 d U . . O5 O 0.7028(3) 0.1690(3) 0.7253(5) 0.0418(11) Uani 1 1 d U . . O6 O 0.5842(3) 0.2374(3) 0.5386(4) 0.0398(12) Uani 1 1 d U . . O7 O 0.4125(4) 0.3862(4) 0.7489(6) 0.0710(17) Uani 1 1 d U . . O8 O 0.3809(5) 0.3800(4) 0.9418(6) 0.0787(19) Uani 1 1 d U . . O9 O 0.2866(4) 0.4339(4) 0.8133(7) 0.0740(18) Uani 1 1 d U . . O10 O 0.8589(5) -0.0383(5) 0.9265(8) 0.088(2) Uani 1 1 d U . . O11 O 0.8304(5) 0.0930(5) 0.9872(9) 0.097(2) Uani 1 1 d U . . O12 O 0.8885(8) -0.0005(7) 1.1066(12) 0.148(4) Uani 1 1 d U . . O13 O 0.5179(4) 0.2136(3) 0.3070(5) 0.0542(14) Uani 1 1 d U . . Ni Ni 0.60177(6) 0.11837(5) 0.62214(8) 0.0327(2) Uani 1 1 d . . . Ag1 Ag 0.54348(4) 0.31709(4) 0.83204(6) 0.05630(18) Uani 1 1 d . . . Ag2 Ag 0.51851(5) 0.06257(4) 0.31184(6) 0.05670(18) Uani 1 1 d . . . Ag3 Ag 0.83580(5) 0.06081(5) 0.74542(7) 0.0676(2) 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 C1 0.068(6) 0.045(5) 0.081(7) 0.013(5) 0.001(5) 0.007(4) C2 0.043(4) 0.032(4) 0.054(5) -0.001(3) -0.009(4) -0.001(3) C3 0.035(4) 0.043(4) 0.059(6) -0.005(4) -0.005(4) 0.003(3) C4 0.049(5) 0.048(5) 0.053(5) -0.011(4) 0.009(4) -0.007(4) C5 0.068(6) 0.083(7) 0.085(8) -0.028(6) 0.030(6) -0.012(5) C6 0.052(5) 0.058(5) 0.073(7) -0.012(5) -0.024(5) 0.002(4) C7 0.031(4) 0.053(5) 0.043(4) -0.008(4) 0.001(3) -0.006(3) C8 0.051(4) 0.033(4) 0.039(4) -0.005(3) -0.006(3) 0.001(3) C9 0.038(4) 0.040(4) 0.039(4) 0.002(3) 0.001(3) -0.006(3) C10 0.067(5) 0.048(5) 0.049(5) -0.001(4) -0.006(4) -0.005(4) C11 0.076(6) 0.050(5) 0.056(6) 0.002(4) 0.030(5) -0.002(4) C12 0.051(4) 0.033(4) 0.039(4) 0.003(3) 0.010(3) 0.008(3) C13 0.038(4) 0.031(3) 0.038(4) 0.009(3) 0.002(3) -0.005(3) C14 0.039(4) 0.034(4) 0.035(4) 0.008(3) -0.010(3) 0.001(3) C15 0.065(5) 0.063(5) 0.054(5) -0.004(4) -0.004(4) -0.026(4) N1 0.069(5) 0.054(4) 0.043(4) -0.009(3) 0.005(4) 0.012(4) N2 0.082(6) 0.070(6) 0.079(7) 0.017(5) 0.003(5) 0.002(5) O1 0.042(3) 0.042(3) 0.033(3) 0.006(2) -0.001(2) 0.001(2) O2 0.047(3) 0.044(3) 0.043(3) -0.003(2) 0.001(2) -0.001(2) O3 0.044(3) 0.042(3) 0.028(3) 0.004(2) -0.001(2) -0.009(2) O4 0.040(3) 0.036(2) 0.036(3) 0.003(2) 0.004(2) -0.002(2) O5 0.042(3) 0.041(3) 0.042(3) -0.003(2) -0.005(2) 0.000(2) O6 0.047(3) 0.034(2) 0.038(3) -0.002(2) -0.008(2) -0.007(2) O7 0.058(4) 0.097(4) 0.058(4) -0.011(4) -0.002(3) 0.012(3) O8 0.115(5) 0.078(4) 0.043(4) 0.004(3) -0.010(4) 0.016(4) O9 0.057(3) 0.090(4) 0.075(4) 0.004(4) 0.002(3) 0.022(3) O10 0.118(5) 0.061(4) 0.085(5) 0.000(4) -0.029(4) -0.010(4) O11 0.071(4) 0.078(4) 0.142(7) 0.009(5) 0.007(4) 0.003(4) O12 0.209(8) 0.125(6) 0.112(7) 0.021(6) -0.018(7) 0.007(6) O13 0.076(3) 0.032(2) 0.055(3) 0.001(2) -0.010(3) 0.001(2) Ni 0.0376(5) 0.0319(5) 0.0286(4) 0.0005(4) -0.0015(4) -0.0032(4) Ag1 0.0569(4) 0.0614(4) 0.0506(4) -0.0124(3) 0.0022(3) 0.0047(3) Ag2 0.0830(5) 0.0423(3) 0.0448(4) -0.0122(3) 0.0019(3) -0.0006(3) Ag3 0.0584(4) 0.0718(5) 0.0725(5) -0.0033(4) -0.0208(4) 0.0009(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 C1 C2 1.504(11) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.263(8) . ? C2 C3 1.400(11) . ? C3 C4 1.433(11) . ? C3 Ag3 2.372(7) . ? C3 H3 0.9300 . ? C4 O2 1.250(9) . ? C4 C5 1.529(12) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.512(10) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 O5 1.262(8) . ? C7 C8 1.419(10) . ? C8 C9 1.412(10) . ? C8 Ag1 2.382(7) . ? C8 H8 0.9300 . ? C9 O6 1.263(8) . ? C9 C10 1.510(10) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.511(10) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 O4 1.269(8) . ? C12 C13 1.417(10) . ? C13 C14 1.406(10) . ? C13 Ag2 2.308(7) 2_655 ? C13 H13 0.9300 . ? C14 O3 1.264(8) . ? C14 C15 1.509(10) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? N1 O8 1.228(9) . ? N1 O9 1.239(8) . ? N1 O7 1.252(9) . ? N2 O12 1.182(13) . ? N2 O11 1.229(10) . ? N2 O10 1.234(11) . ? O1 Ni 2.052(4) . ? O1 Ag2 2.588(5) 2_655 ? O2 Ni 2.010(5) . ? O3 Ni 2.061(5) . ? O3 Ag2 2.399(5) . ? O4 Ni 2.054(5) . ? O4 Ag1 2.567(4) . ? O5 Ni 2.036(5) . ? O5 Ag3 2.592(5) . ? O6 Ni 2.026(5) . ? O7 Ag1 2.407(6) . ? O7 Ag1 2.541(6) 4_564 ? O9 Ag1 2.571(7) 4_564 ? O10 Ag3 2.370(7) 3_645 ? O10 Ag3 2.491(7) . ? O13 Ag2 2.276(5) . ? Ag1 O7 2.541(6) 3_655 ? Ag1 O9 2.571(7) 3_655 ? Ag2 C13 2.308(7) 2_654 ? Ag2 O1 2.588(5) 2_654 ? Ag3 O10 2.370(7) 4_664 ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.2(7) . . ? O1 C2 C1 117.5(7) . . ? C3 C2 C1 118.2(7) . . ? C2 C3 C4 125.6(7) . . ? C2 C3 Ag3 93.3(5) . . ? C4 C3 Ag3 101.7(5) . . ? C2 C3 H3 117.2 . . ? C4 C3 H3 117.2 . . ? Ag3 C3 H3 73.5 . . ? O2 C4 C3 123.9(7) . . ? O2 C4 C5 117.7(8) . . ? C3 C4 C5 118.3(8) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O5 C7 C8 126.1(6) . . ? O5 C7 C6 116.5(7) . . ? C8 C7 C6 117.4(7) . . ? C9 C8 C7 125.2(6) . . ? C9 C8 Ag1 96.0(5) . . ? C7 C8 Ag1 94.6(5) . . ? C9 C8 H8 117.4 . . ? C7 C8 H8 117.4 . . ? Ag1 C8 H8 78.4 . . ? O6 C9 C8 124.7(6) . . ? O6 C9 C10 117.0(7) . . ? C8 C9 C10 118.3(6) . . ? 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 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O4 C12 C13 125.5(6) . . ? O4 C12 C11 116.0(6) . . ? C13 C12 C11 118.6(7) . . ? C14 C13 C12 124.2(6) . . ? C14 C13 Ag2 98.9(4) . 2_655 ? C12 C13 Ag2 94.0(4) . 2_655 ? C14 C13 H13 117.9 . . ? C12 C13 H13 117.9 . . ? Ag2 C13 H13 76.1 2_655 . ? O3 C14 C13 125.9(6) . . ? O3 C14 C15 116.9(6) . . ? C13 C14 C15 117.2(6) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O8 N1 O9 121.2(8) . . ? O8 N1 O7 119.8(8) . . ? O9 N1 O7 118.8(8) . . ? O12 N2 O11 121.4(12) . . ? O12 N2 O10 119.0(10) . . ? O11 N2 O10 119.6(10) . . ? C2 O1 Ni 123.2(4) . . ? C2 O1 Ag2 124.1(4) . 2_655 ? Ni O1 Ag2 112.3(2) . 2_655 ? C4 O2 Ni 123.7(5) . . ? C14 O3 Ni 121.8(4) . . ? C14 O3 Ag2 126.8(4) . . ? Ni O3 Ag2 111.2(2) . . ? C12 O4 Ni 123.5(4) . . ? C12 O4 Ag1 121.8(4) . . ? Ni O4 Ag1 112.84(19) . . ? C7 O5 Ni 122.7(4) . . ? C7 O5 Ag3 121.5(4) . . ? Ni O5 Ag3 112.9(2) . . ? C9 O6 Ni 124.6(5) . . ? N1 O7 Ag1 108.0(5) . . ? N1 O7 Ag1 96.3(5) . 4_564 ? Ag1 O7 Ag1 155.6(3) . 4_564 ? N1 O9 Ag1 95.2(5) . 4_564 ? N2 O10 Ag3 108.9(6) . 3_645 ? N2 O10 Ag3 99.1(6) . . ? Ag3 O10 Ag3 143.1(4) 3_645 . ? O2 Ni O6 88.2(2) . . ? O2 Ni O5 91.60(19) . . ? O6 Ni O5 90.68(19) . . ? O2 Ni O1 89.5(2) . . ? O6 Ni O1 177.6(2) . . ? O5 Ni O1 90.12(19) . . ? O2 Ni O4 177.1(2) . . ? O6 Ni O4 88.85(19) . . ? O5 Ni O4 88.60(19) . . ? O1 Ni O4 93.42(18) . . ? O2 Ni O3 91.8(2) . . ? O6 Ni O3 92.76(18) . . ? O5 Ni O3 175.2(2) . . ? O1 Ni O3 86.57(18) . . ? O4 Ni O3 88.14(19) . . ? C8 Ag1 O7 111.5(2) . . ? C8 Ag1 O7 97.9(2) . 3_655 ? O7 Ag1 O7 111.3(3) . 3_655 ? C8 Ag1 O4 86.6(2) . . ? O7 Ag1 O4 98.55(18) . . ? O7 Ag1 O4 145.30(18) 3_655 . ? C8 Ag1 O9 122.7(2) . 3_655 ? O7 Ag1 O9 123.4(2) . 3_655 ? O7 Ag1 O9 49.61(19) 3_655 3_655 ? O4 Ag1 O9 99.31(17) . 3_655 ? O13 Ag2 C13 135.6(2) . 2_654 ? O13 Ag2 O3 91.43(18) . . ? C13 Ag2 O3 122.9(2) 2_654 . ? O13 Ag2 O1 108.99(17) . 2_654 ? C13 Ag2 O1 86.3(2) 2_654 2_654 ? O3 Ag2 O1 110.22(15) . 2_654 ? O10 Ag3 C3 118.0(3) 4_664 . ? O10 Ag3 O10 116.3(3) 4_664 . ? C3 Ag3 O10 105.1(3) . . ? O10 Ag3 O5 105.7(2) 4_664 . ? C3 Ag3 O5 85.1(2) . . ? O10 Ag3 O5 123.5(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.98 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.369 _refine_diff_density_min -0.358 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 949652' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H33 Ag3 Cl2 Ni O16' _chemical_formula_weight 970.67 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' Ni Ni 0.3393 1.1124 '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 monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.2550(17) _cell_length_b 12.840(2) _cell_length_c 12.682(2) _cell_angle_alpha 90.00 _cell_angle_beta 107.119(5) _cell_angle_gamma 90.00 _cell_volume 1595.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.020 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 2.627 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5712 _exptl_absorpt_correction_T_max 0.6216 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD Area Detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13360 _diffrn_reflns_av_R_equivalents 0.0649 _diffrn_reflns_av_sigmaI/netI 0.0777 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5365 _reflns_number_gt 4318 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0477P)^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 mixed _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 0.01(3) _refine_ls_number_reflns 5365 _refine_ls_number_parameters 380 _refine_ls_number_restraints 103 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.0968 _refine_ls_wR_factor_gt 0.0875 _refine_ls_goodness_of_fit_ref 0.961 _refine_ls_restrained_S_all 0.974 _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 C1 C -0.4114(9) 0.3712(8) 0.2814(9) 0.047(3) Uani 1 1 d . . . H1A H -0.4217 0.3453 0.2083 0.070 Uiso 1 1 calc R . . H1B H -0.4077 0.4459 0.2809 0.070 Uiso 1 1 calc R . . H1C H -0.4877 0.3492 0.3052 0.070 Uiso 1 1 calc R . . C2 C -0.2837(8) 0.3298(6) 0.3580(8) 0.027(2) Uani 1 1 d . . . C3 C -0.2479(8) 0.3584(7) 0.4730(7) 0.026(2) Uani 1 1 d . . . H3 H -0.2931 0.4154 0.4911 0.032 Uiso 1 1 calc R . . C4 C -0.1503(9) 0.3077(6) 0.5615(8) 0.029(2) Uani 1 1 d . . . C5 C -0.1554(9) 0.3245(8) 0.6794(7) 0.038(2) Uani 1 1 d . . . H5A H -0.0845 0.2846 0.7294 0.057 Uiso 1 1 calc R . . H5B H -0.2425 0.3023 0.6851 0.057 Uiso 1 1 calc R . . H5C H -0.1426 0.3970 0.6979 0.057 Uiso 1 1 calc R . . C6 C -0.1973(9) -0.0836(7) 0.3142(7) 0.034(2) Uani 1 1 d . . . H6A H -0.1945 -0.0980 0.3892 0.051 Uiso 1 1 calc R . . H6B H -0.1517 -0.1383 0.2874 0.051 Uiso 1 1 calc R . . H6C H -0.2906 -0.0795 0.2693 0.051 Uiso 1 1 calc R . . C7 C -0.1252(8) 0.0212(6) 0.3092(7) 0.028(2) Uani 1 1 d . . . C8 C -0.1224(8) 0.0538(7) 0.2029(7) 0.029(2) Uani 1 1 d . . . H8 H -0.1810 0.0219 0.1412 0.035 Uiso 1 1 calc R . . C9 C -0.0312(8) 0.1354(7) 0.1869(7) 0.029(2) Uani 1 1 d . . . C10 C -0.0069(9) 0.1396(9) 0.0736(7) 0.043(2) Uani 1 1 d . . . H10A H 0.0539 0.1960 0.0720 0.064 Uiso 1 1 calc R . . H10B H -0.0922 0.1503 0.0178 0.064 Uiso 1 1 calc R . . H10C H 0.0328 0.0752 0.0600 0.064 Uiso 1 1 calc R . . C11 C 0.4113(8) 0.1657(8) 0.5639(8) 0.040(2) Uani 1 1 d . . . H11A H 0.3887 0.1001 0.5904 0.060 Uiso 1 1 calc R . . H11B H 0.4593 0.2082 0.6254 0.060 Uiso 1 1 calc R . . H11C H 0.4681 0.1541 0.5169 0.060 Uiso 1 1 calc R . . C12 C 0.2833(8) 0.2199(7) 0.5002(7) 0.0260(19) Uani 1 1 d . . . C13 C 0.2932(9) 0.3186(7) 0.4542(7) 0.028(2) Uani 1 1 d . . . H13 H 0.3771 0.3369 0.4453 0.033 Uiso 1 1 calc R . . C14 C 0.1852(8) 0.3928(7) 0.4200(6) 0.0232(19) Uani 1 1 d . . . C15 C 0.2231(9) 0.5046(7) 0.4026(8) 0.035(2) Uani 1 1 d . . . H15A H 0.1419 0.5464 0.3807 0.052 Uiso 1 1 calc R . . H15B H 0.2679 0.5066 0.3460 0.052 Uiso 1 1 calc R . . H15C H 0.2833 0.5314 0.4702 0.052 Uiso 1 1 calc R . . C16 C -0.4902(16) 0.2595(16) -0.0752(11) 0.118(7) Uani 1 1 d . . . H16A H -0.4989 0.3343 -0.0691 0.141 Uiso 1 1 calc R . . H16B H -0.5655 0.2351 -0.1362 0.141 Uiso 1 1 calc R . . C17 C -0.3563(14) 0.2341(18) -0.0969(13) 0.131(9) Uani 1 1 d . . . H17A H -0.3533 0.2672 -0.1641 0.196 Uiso 1 1 calc R . . H17B H -0.3485 0.1601 -0.1037 0.196 Uiso 1 1 calc R . . H17C H -0.2821 0.2590 -0.0368 0.196 Uiso 1 1 calc R . . C18 C -0.1066(13) 0.5983(10) 0.1850(9) 0.065(3) Uani 1 1 d . . . H18A H -0.0101 0.5918 0.1924 0.078 Uiso 1 1 calc R . . H18B H -0.1416 0.6580 0.1383 0.078 Uiso 1 1 calc R . . C19 C -0.1776(17) 0.5047(12) 0.1340(10) 0.098(5) Uani 1 1 d . . . H19A H -0.1644 0.4951 0.0628 0.147 Uiso 1 1 calc R . . H19B H -0.2733 0.5116 0.1258 0.147 Uiso 1 1 calc R . . H19C H -0.1420 0.4455 0.1797 0.147 Uiso 1 1 calc R . . O1 O -0.2092(5) 0.2705(4) 0.3183(5) 0.0264(13) Uani 1 1 d U . . O2 O -0.0589(5) 0.2437(4) 0.5502(4) 0.0260(13) Uani 1 1 d U . . O3 O -0.0752(5) 0.0698(4) 0.3995(4) 0.0225(13) Uani 1 1 d U . . O4 O 0.0256(5) 0.2021(4) 0.2583(5) 0.0279(14) Uani 1 1 d U . . O5 O 0.0601(5) 0.3710(4) 0.4072(4) 0.0247(13) Uani 1 1 d U . . O6 O 0.1726(5) 0.1738(4) 0.4945(5) 0.0265(14) Uani 1 1 d U . . O7 O 0.4742(7) -0.0477(7) 0.3535(8) 0.077(3) Uani 1 1 d U . . O8 O 0.4684(10) 0.0075(9) 0.1761(7) 0.095(3) Uani 1 1 d U . . O9 O 0.5307(9) 0.1206(8) 0.3225(9) 0.094(3) Uani 1 1 d U . . O10 O 0.3020(7) 0.0645(6) 0.2582(7) 0.060(2) Uani 1 1 d U . . O11 O 0.2904(6) 0.2779(5) 0.1018(6) 0.0461(18) Uani 1 1 d U A . O12 O 0.1117(8) 0.3615(7) -0.0344(7) 0.083(3) Uani 1 1 d U A . O13 O 0.226(4) 0.4383(19) 0.1520(17) 0.088(8) Uani 0.62(6) 1 d PU A 1 O13' O 0.153(4) 0.417(2) 0.131(2) 0.049(11) Uani 0.38(6) 1 d PU A 2 O14 O 0.3286(8) 0.4369(7) 0.0257(7) 0.078(3) Uani 1 1 d U A . O15 O -0.4948(8) 0.2113(8) 0.0229(7) 0.076(3) Uani 1 1 d U . . H15 H -0.5802 0.2094 0.0345 0.091 Uiso 1 1 calc R . . O16 O -0.1250(7) 0.6145(5) 0.2925(5) 0.0459(17) Uani 1 1 d U . . H16 H -0.1438 0.6833 0.3059 0.055 Uiso 1 1 calc R . . Ni Ni -0.01648(10) 0.22249(8) 0.40330(9) 0.0222(3) Uani 1 1 d . . . Ag1 Ag 0.26894(7) 0.25150(5) 0.27984(6) 0.03325(19) Uani 1 1 d . . . Ag2 Ag -0.32688(7) 0.13911(6) 0.15362(6) 0.0456(2) Uani 1 1 d . . . Ag3 Ag -0.11693(6) 0.49983(5) 0.44253(6) 0.03315(18) Uani 1 1 d . . . Cl1 Cl 0.4421(2) 0.03433(18) 0.2763(2) 0.0402(6) Uani 1 1 d . . . Cl2 Cl 0.2292(3) 0.3786(2) 0.0573(2) 0.0464(6) 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 C1 0.031(5) 0.040(6) 0.066(7) -0.017(5) 0.009(5) -0.007(4) C2 0.017(4) 0.015(4) 0.050(6) 0.004(4) 0.011(4) -0.004(3) C3 0.026(4) 0.019(5) 0.041(5) -0.005(4) 0.019(4) 0.006(4) C4 0.030(5) 0.015(5) 0.045(6) 0.001(4) 0.014(4) -0.005(4) C5 0.031(5) 0.049(7) 0.035(6) -0.001(5) 0.014(4) 0.008(4) C6 0.042(6) 0.029(5) 0.029(5) 0.000(4) 0.006(4) -0.007(4) C7 0.030(5) 0.019(5) 0.038(5) -0.009(4) 0.016(4) -0.001(4) C8 0.029(5) 0.028(5) 0.028(5) -0.007(4) 0.005(4) -0.013(4) C9 0.026(4) 0.031(5) 0.029(5) 0.008(4) 0.008(4) 0.003(4) C10 0.035(5) 0.059(7) 0.040(6) -0.005(5) 0.020(4) -0.006(5) C11 0.027(5) 0.038(6) 0.057(7) 0.006(5) 0.015(5) -0.005(4) C12 0.025(4) 0.027(5) 0.029(5) -0.005(4) 0.013(4) 0.005(4) C13 0.027(5) 0.028(5) 0.034(5) -0.006(4) 0.018(4) -0.004(4) C14 0.023(5) 0.030(5) 0.020(4) 0.000(4) 0.011(4) -0.006(4) C15 0.037(5) 0.022(5) 0.048(6) -0.001(5) 0.018(4) -0.004(4) C16 0.109(12) 0.18(2) 0.074(10) 0.077(12) 0.040(9) 0.073(13) C17 0.087(11) 0.23(2) 0.107(13) 0.080(15) 0.072(10) 0.055(14) C18 0.090(9) 0.068(9) 0.045(7) 0.001(6) 0.031(7) -0.012(7) C19 0.167(14) 0.078(11) 0.064(9) -0.020(8) 0.058(9) -0.040(12) O1 0.025(3) 0.023(3) 0.033(3) -0.003(3) 0.011(2) -0.003(2) O2 0.026(3) 0.018(3) 0.034(3) 0.000(3) 0.009(2) -0.006(2) O3 0.020(3) 0.026(3) 0.021(3) -0.003(2) 0.005(2) 0.001(2) O4 0.024(3) 0.024(3) 0.034(3) -0.004(3) 0.007(3) -0.003(2) O5 0.022(3) 0.025(3) 0.028(3) -0.002(2) 0.008(2) 0.001(2) O6 0.028(3) 0.022(3) 0.030(3) -0.002(2) 0.010(3) -0.006(2) O7 0.048(4) 0.069(5) 0.114(6) 0.051(5) 0.023(4) 0.008(4) O8 0.105(6) 0.120(7) 0.072(5) -0.013(5) 0.046(5) 0.003(6) O9 0.072(5) 0.079(6) 0.128(7) -0.007(5) 0.025(5) -0.038(5) O10 0.034(4) 0.046(4) 0.098(6) 0.015(4) 0.017(4) 0.008(3) O11 0.038(4) 0.052(5) 0.051(4) 0.021(3) 0.017(3) 0.011(3) O12 0.070(5) 0.077(6) 0.078(5) 0.036(5) -0.017(4) -0.027(4) O13 0.095(13) 0.085(10) 0.086(10) -0.008(7) 0.027(8) 0.020(8) O13' 0.060(14) 0.053(12) 0.047(12) 0.004(7) 0.034(9) 0.020(8) O14 0.065(5) 0.074(6) 0.088(6) 0.032(5) 0.011(4) -0.021(4) O15 0.063(5) 0.109(6) 0.061(5) 0.032(4) 0.025(4) 0.032(4) O16 0.067(4) 0.041(4) 0.039(4) -0.002(3) 0.030(3) 0.003(3) Ni 0.0205(5) 0.0181(6) 0.0287(6) -0.0019(4) 0.0084(5) -0.0011(4) Ag1 0.0322(4) 0.0358(4) 0.0349(4) 0.0013(3) 0.0148(3) 0.0007(3) Ag2 0.0290(4) 0.0555(5) 0.0477(5) 0.0132(4) 0.0041(3) 0.0005(4) Ag3 0.0332(4) 0.0211(4) 0.0451(4) -0.0037(3) 0.0115(3) -0.0026(3) Cl1 0.0357(13) 0.0302(14) 0.0582(17) 0.0064(11) 0.0195(12) 0.0048(10) Cl2 0.0510(16) 0.0464(16) 0.0406(15) 0.0152(12) 0.0116(13) 0.0043(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.481(12) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.282(10) . ? C2 C3 1.443(12) . ? C3 C4 1.422(12) . ? C3 Ag3 2.358(8) . ? C3 H3 0.9300 . ? C4 O2 1.287(10) . ? C4 C5 1.527(12) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.545(12) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 O3 1.272(9) . ? C7 C8 1.420(12) . ? C8 C9 1.458(12) . ? C8 Ag2 2.284(9) . ? C8 H8 0.9300 . ? C9 O4 1.257(10) . ? C9 C10 1.530(12) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.496(12) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 O6 1.264(9) . ? C12 C13 1.411(12) . ? C13 C14 1.428(12) . ? C13 Ag1 2.317(8) . ? C13 H13 0.9300 . ? C14 O5 1.276(9) . ? C14 C15 1.521(12) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 O15 1.403(15) . ? C16 C17 1.513(18) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 O16 1.445(12) . ? C18 C19 1.456(18) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? O1 Ni 2.048(6) . ? O2 Ni 2.052(6) . ? O3 Ni 2.048(5) . ? O3 Ag3 2.525(5) 2_546 ? O4 Ni 2.026(6) . ? O4 Ag1 2.511(5) . ? O5 Ni 2.057(6) . ? O5 Ag3 2.591(5) . ? O6 Ni 2.042(6) . ? O6 Ag3 2.494(6) 2_546 ? O7 Cl1 1.409(8) . ? O8 Cl1 1.416(9) . ? O9 Cl1 1.443(9) . ? O10 Cl1 1.440(7) . ? O10 Ag1 2.451(8) . ? O11 Cl2 1.475(7) . ? O11 Ag1 2.357(7) . ? O12 Cl2 1.424(8) . ? O13 Cl2 1.43(2) . ? O13' Cl2 1.47(2) . ? O14 Cl2 1.414(8) . ? O15 Ag2 2.212(8) . ? O15 H15 0.9300 . ? O16 Ag3 2.388(6) . ? O16 H16 0.9300 . ? Ag3 O6 2.494(6) 2_556 ? Ag3 O3 2.525(5) 2_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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 123.0(7) . . ? O1 C2 C1 118.0(8) . . ? C3 C2 C1 119.0(8) . . ? C4 C3 C2 126.3(8) . . ? C4 C3 Ag3 100.3(5) . . ? C2 C3 Ag3 91.0(5) . . ? C4 C3 H3 116.9 . . ? C2 C3 H3 116.9 . . ? Ag3 C3 H3 77.5 . . ? O2 C4 C3 124.9(8) . . ? O2 C4 C5 115.8(7) . . ? C3 C4 C5 119.3(8) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O3 C7 C8 126.5(7) . . ? O3 C7 C6 117.5(7) . . ? C8 C7 C6 116.1(7) . . ? C7 C8 C9 122.5(7) . . ? C7 C8 Ag2 97.3(5) . . ? C9 C8 Ag2 101.1(6) . . ? C7 C8 H8 118.8 . . ? C9 C8 H8 118.8 . . ? Ag2 C8 H8 70.6 . . ? O4 C9 C8 124.7(8) . . ? O4 C9 C10 118.9(8) . . ? C8 C9 C10 116.4(8) . . ? 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 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O6 C12 C13 124.8(8) . . ? O6 C12 C11 116.3(7) . . ? C13 C12 C11 118.9(8) . . ? C12 C13 C14 125.5(7) . . ? C12 C13 Ag1 93.5(5) . . ? C14 C13 Ag1 95.9(5) . . ? C12 C13 H13 117.3 . . ? C14 C13 H13 117.3 . . ? Ag1 C13 H13 79.7 . . ? O5 C14 C13 123.6(8) . . ? O5 C14 C15 118.6(7) . . ? C13 C14 C15 117.7(7) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O15 C16 C17 109.6(11) . . ? O15 C16 H16A 109.7 . . ? C17 C16 H16A 109.7 . . ? O15 C16 H16B 109.7 . . ? C17 C16 H16B 109.7 . . ? H16A C16 H16B 108.2 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O16 C18 C19 110.5(10) . . ? O16 C18 H18A 109.5 . . ? C19 C18 H18A 109.5 . . ? O16 C18 H18B 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 108.1 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C2 O1 Ni 124.5(5) . . ? C4 O2 Ni 122.8(5) . . ? C7 O3 Ni 121.9(5) . . ? C7 O3 Ag3 123.6(5) . 2_546 ? Ni O3 Ag3 99.6(2) . 2_546 ? C9 O4 Ni 124.4(5) . . ? C9 O4 Ag1 119.0(5) . . ? Ni O4 Ag1 109.8(2) . . ? C14 O5 Ni 124.7(5) . . ? C14 O5 Ag3 124.6(5) . . ? Ni O5 Ag3 108.3(2) . . ? C12 O6 Ni 125.2(5) . . ? C12 O6 Ag3 133.5(5) . 2_546 ? Ni O6 Ag3 100.8(2) . 2_546 ? Cl1 O10 Ag1 114.2(4) . . ? Cl2 O11 Ag1 110.1(4) . . ? C16 O15 Ag2 128.9(7) . . ? C16 O15 H15 115.6 . . ? Ag2 O15 H15 115.6 . . ? C18 O16 Ag3 132.8(7) . . ? C18 O16 H16 113.6 . . ? Ag3 O16 H16 113.6 . . ? O4 Ni O6 93.1(2) . . ? O4 Ni O1 89.5(2) . . ? O6 Ni O1 177.3(2) . . ? O4 Ni O3 89.7(2) . . ? O6 Ni O3 86.8(2) . . ? O1 Ni O3 92.6(2) . . ? O4 Ni O2 179.8(2) . . ? O6 Ni O2 86.9(2) . . ? O1 Ni O2 90.5(2) . . ? O3 Ni O2 90.5(2) . . ? O4 Ni O5 87.7(2) . . ? O6 Ni O5 88.8(2) . . ? O1 Ni O5 92.0(2) . . ? O3 Ni O5 174.7(2) . . ? O2 Ni O5 92.1(2) . . ? C13 Ag1 O11 147.8(3) . . ? C13 Ag1 O10 119.5(3) . . ? O11 Ag1 O10 88.8(3) . . ? C13 Ag1 O4 91.3(2) . . ? O11 Ag1 O4 107.6(2) . . ? O10 Ag1 O4 84.6(2) . . ? O15 Ag2 C8 148.8(3) . . ? C3 Ag3 O16 135.9(3) . . ? C3 Ag3 O6 116.2(2) . 2_556 ? O16 Ag3 O6 75.3(2) . 2_556 ? C3 Ag3 O3 119.5(2) . 2_556 ? O16 Ag3 O3 104.4(2) . 2_556 ? O6 Ag3 O3 68.06(18) 2_556 2_556 ? C3 Ag3 O5 89.9(2) . . ? O16 Ag3 O5 96.8(2) . . ? O6 Ag3 O5 149.93(17) 2_556 . ? O3 Ag3 O5 86.65(17) 2_556 . ? O7 Cl1 O8 112.0(7) . . ? O7 Cl1 O10 109.3(5) . . ? O8 Cl1 O10 111.5(5) . . ? O7 Cl1 O9 107.5(6) . . ? O8 Cl1 O9 106.7(6) . . ? O10 Cl1 O9 109.7(5) . . ? O14 Cl2 O12 111.0(5) . . ? O14 Cl2 O13 98.6(16) . . ? O12 Cl2 O13 122.9(16) . . ? O14 Cl2 O13' 124.6(16) . . ? O12 Cl2 O13' 95.0(18) . . ? O13 Cl2 O13' 30.8(10) . . ? O14 Cl2 O11 108.2(5) . . ? O12 Cl2 O11 109.8(5) . . ? O13 Cl2 O11 105.1(8) . . ? O13' Cl2 O11 107.2(9) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.117 _refine_diff_density_min -0.847 _refine_diff_density_rms 0.166 _database_code_depnum_ccdc_archive 'CCDC 949653' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Ag2 F6 Ni O12 S2' _chemical_formula_weight 802.80 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' S S 0.1246 0.1234 '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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/C loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5956(8) _cell_length_b 9.9517(7) _cell_length_c 11.3334(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.328(2) _cell_angle_gamma 90.00 _cell_volume 1193.03(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 780 _exptl_absorpt_coefficient_mu 2.682 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5774 _exptl_absorpt_correction_T_max 0.6439 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD Area Detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10268 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0144 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2287 _reflns_number_gt 2251 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0336P)^2^+2.9316P] 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 2287 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0300 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0754 _refine_ls_wR_factor_gt 0.0751 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 C1 C 1.3499(3) -0.7102(4) 1.5516(3) 0.0308(8) Uani 1 1 d . . . H1A H 1.3523 -0.7235 1.4679 0.046 Uiso 1 1 calc R . . H1B H 1.3594 -0.7952 1.5913 0.046 Uiso 1 1 calc R . . H1C H 1.4175 -0.6514 1.5783 0.046 Uiso 1 1 calc R . . C2 C 1.2254(3) -0.6484(3) 1.5789(3) 0.0208(7) Uani 1 1 d . . . C3 C 1.2035(3) -0.6209(3) 1.7010(3) 0.0202(6) Uani 1 1 d . . . H3 H 1.2842 -0.6065 1.7460 0.024 Uiso 1 1 calc R . . C4 C 1.1103(3) -0.5326(3) 1.7416(3) 0.0192(6) Uani 1 1 d . . . C5 C 1.1160(4) -0.4948(4) 1.8702(3) 0.0298(8) Uani 1 1 d . . . H5A H 1.0473 -0.4352 1.8848 0.045 Uiso 1 1 calc R . . H5B H 1.1948 -0.4506 1.8905 0.045 Uiso 1 1 calc R . . H5C H 1.1094 -0.5743 1.9174 0.045 Uiso 1 1 calc R . . C6 C 0.5964(4) -0.6598(5) 1.8590(4) 0.0397(10) Uani 1 1 d . . . O1 O 0.8248(3) -0.7153(3) 1.8093(3) 0.0432(7) Uani 1 1 d . . . O2 O 0.6943(3) -0.5960(3) 1.6624(2) 0.0409(7) Uani 1 1 d . . . O3 O 0.7706(3) -0.4837(3) 1.8431(3) 0.0414(7) Uani 1 1 d . . . O4 O 1.0219(2) -0.4797(2) 1.67703(19) 0.0191(5) Uani 1 1 d . . . O5 O 1.1500(2) -0.6212(2) 1.49320(19) 0.0219(5) Uani 1 1 d . . . O6 O 1.1108(2) -0.3339(2) 1.4783(2) 0.0259(5) Uani 1 1 d . . . F1 F 0.6224(3) -0.6737(3) 1.9738(2) 0.0549(8) Uani 1 1 d . . . F2 F 0.5055(3) -0.5698(4) 1.8436(3) 0.0720(10) Uani 1 1 d . . . F3 F 0.5515(4) -0.7738(4) 1.8159(3) 0.0831(12) Uani 1 1 d . . . S1 S 0.73678(8) -0.60785(9) 1.78468(7) 0.02421(19) Uani 1 1 d . . . Ni1 Ni 1.0000 -0.5000 1.5000 0.01672(14) Uani 1 2 d S . . Ag1 Ag 0.88976(3) -0.31338(3) 1.73753(2) 0.03151(12) 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 C1 0.0223(18) 0.039(2) 0.0310(19) 0.0007(16) 0.0060(14) 0.0048(16) C2 0.0209(16) 0.0176(15) 0.0242(17) 0.0022(13) 0.0048(13) -0.0029(13) C3 0.0187(16) 0.0233(16) 0.0185(15) 0.0028(13) -0.0012(12) -0.0028(13) C4 0.0253(17) 0.0186(15) 0.0137(15) 0.0027(12) -0.0007(12) -0.0065(13) C5 0.039(2) 0.034(2) 0.0155(16) -0.0048(14) -0.0030(14) 0.0037(16) C6 0.033(2) 0.056(3) 0.031(2) 0.0030(19) 0.0054(16) -0.0111(19) O1 0.0545(19) 0.0448(17) 0.0317(15) 0.0128(13) 0.0143(13) 0.0199(15) O2 0.0391(16) 0.062(2) 0.0222(13) 0.0076(13) 0.0042(11) 0.0036(14) O3 0.0504(18) 0.0362(15) 0.0394(16) -0.0063(13) 0.0178(14) -0.0118(13) O4 0.0242(12) 0.0197(11) 0.0136(10) -0.0013(8) 0.0021(9) -0.0003(9) O5 0.0248(12) 0.0248(12) 0.0164(11) -0.0003(9) 0.0025(9) 0.0050(10) O6 0.0329(14) 0.0258(12) 0.0196(12) -0.0010(9) 0.0058(10) -0.0054(10) F1 0.0445(15) 0.092(2) 0.0291(13) 0.0161(13) 0.0111(11) -0.0122(14) F2 0.0301(14) 0.125(3) 0.0618(18) 0.020(2) 0.0116(13) 0.0132(17) F3 0.090(3) 0.089(3) 0.072(2) -0.014(2) 0.0227(19) -0.062(2) S1 0.0262(4) 0.0274(4) 0.0196(4) 0.0034(3) 0.0055(3) 0.0001(3) Ni1 0.0210(3) 0.0173(3) 0.0120(3) -0.0004(2) 0.0019(2) 0.0014(2) Ag1 0.0451(2) 0.02185(16) 0.02902(17) -0.00357(10) 0.01430(13) 0.00518(11) _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 C1 C2 1.504(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O5 1.251(4) . ? C2 C3 1.442(5) . ? C3 C4 1.419(5) . ? C3 Ag1 2.283(3) 2_748 ? C3 H3 0.9800 . ? C4 O4 1.269(4) . ? C4 C5 1.503(4) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 F3 1.313(6) . ? C6 F2 1.320(6) . ? C6 F1 1.322(5) . ? C6 S1 1.826(4) . ? O1 S1 1.435(3) . ? O2 S1 1.437(3) . ? O3 S1 1.437(3) . ? O3 Ag1 2.465(3) . ? O4 Ni1 2.016(2) . ? O4 Ag1 2.298(2) . ? O5 Ni1 2.001(2) . ? O6 Ni1 2.050(2) . ? Ni1 O5 2.001(2) 3_748 ? Ni1 O4 2.016(2) 3_748 ? Ni1 O6 2.050(2) 3_748 ? Ag1 C3 2.283(3) 2_758 ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O5 C2 C3 125.0(3) . . ? O5 C2 C1 117.2(3) . . ? C3 C2 C1 117.8(3) . . ? C4 C3 C2 125.6(3) . . ? C4 C3 Ag1 95.7(2) . 2_748 ? C2 C3 Ag1 103.3(2) . 2_748 ? C4 C3 H3 110.1 . . ? C2 C3 H3 110.1 . . ? Ag1 C3 H3 110.1 2_748 . ? O4 C4 C3 125.0(3) . . ? O4 C4 C5 116.3(3) . . ? C3 C4 C5 118.7(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? F3 C6 F2 106.9(4) . . ? F3 C6 F1 109.0(4) . . ? F2 C6 F1 108.0(4) . . ? F3 C6 S1 111.1(3) . . ? F2 C6 S1 110.8(3) . . ? F1 C6 S1 110.8(3) . . ? S1 O3 Ag1 119.25(16) . . ? C4 O4 Ni1 124.8(2) . . ? C4 O4 Ag1 124.7(2) . . ? Ni1 O4 Ag1 109.40(10) . . ? C2 O5 Ni1 125.0(2) . . ? O1 S1 O2 114.32(18) . . ? O1 S1 O3 114.1(2) . . ? O2 S1 O3 115.44(19) . . ? O1 S1 C6 103.7(2) . . ? O2 S1 C6 104.49(19) . . ? O3 S1 C6 102.65(19) . . ? O5 Ni1 O5 180.00(12) 3_748 . ? O5 Ni1 O4 86.96(9) 3_748 . ? O5 Ni1 O4 93.04(9) . . ? O5 Ni1 O4 93.04(9) 3_748 3_748 ? O5 Ni1 O4 86.96(9) . 3_748 ? O4 Ni1 O4 180.000(1) . 3_748 ? O5 Ni1 O6 91.13(10) 3_748 3_748 ? O5 Ni1 O6 88.87(10) . 3_748 ? O4 Ni1 O6 89.71(9) . 3_748 ? O4 Ni1 O6 90.29(9) 3_748 3_748 ? O5 Ni1 O6 88.87(10) 3_748 . ? O5 Ni1 O6 91.13(10) . . ? O4 Ni1 O6 90.29(9) . . ? O4 Ni1 O6 89.71(9) 3_748 . ? O6 Ni1 O6 180.00(12) 3_748 . ? C3 Ag1 O4 167.80(10) 2_758 . ? C3 Ag1 O3 100.71(11) 2_758 . ? O4 Ag1 O3 89.29(9) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.861 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.098 _database_code_depnum_ccdc_archive 'CCDC 949654'