# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Burrows, Andrew' _publ_contact_author_name 'Burrows, Andrew' _publ_contact_author_email a.d.burrows@bath.ac.uk _publ_section_title ; Solid state interconversion of cages and coordination networks via conformational change of a semi-rigid ligand ; # Attachment '- burrows-bisox.cif' data_h08adb03-(Compound_1) _database_code_depnum_ccdc_archive 'CCDC 772528' #TrackingRef '- burrows-bisox.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H60 Ag2 Cl2 N6 O14' _chemical_formula_weight 1303.72 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' N N 0.0061 0.0033 '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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 14.8380(3) _cell_length_b 14.8380(3) _cell_length_c 7.3050(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1392.84(4) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 27532 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 666 _exptl_absorpt_coefficient_mu 0.869 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.88 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20782 _diffrn_reflns_av_R_equivalents 0.0712 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.91 _diffrn_reflns_theta_max 27.44 _reflns_number_total 2127 _reflns_number_gt 1611 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo & Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2127 _refine_ls_number_parameters 120 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0593 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0880 _refine_ls_wR_factor_gt 0.0808 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.0000 0.0000 0.20527(5) 0.03334(15) Uani 1 3 d S . . Cl1 Cl 0.3333 0.6667 0.56041(16) 0.0312(3) Uani 1 3 d S . . N1 N 0.12427(16) 0.16639(16) 0.2155(3) 0.0346(5) Uani 1 1 d . . . O1 O 0.08411(13) 0.23474(14) 0.2108(2) 0.0338(4) Uani 1 1 d . . . O2 O 0.28340(15) 0.56110(14) 0.6246(3) 0.0419(5) Uani 1 1 d . . . O3 O 0.3333 0.6667 0.3627(5) 0.0479(9) Uani 1 3 d S . . C1 C 0.2924(2) 0.1763(2) 0.2599(4) 0.0362(6) Uani 1 1 d . . . H1A H 0.2530 0.1037 0.2193 0.054 Uiso 1 1 calc R . . H1B H 0.3154 0.1788 0.3866 0.054 Uiso 1 1 calc R . . H1C H 0.3533 0.2149 0.1808 0.054 Uiso 1 1 calc R . . C2 C 0.22492(19) 0.22420(19) 0.2495(3) 0.0284(6) Uani 1 1 d . . . C3 C 0.25373(19) 0.33025(18) 0.2704(3) 0.0254(5) Uani 1 1 d . . . C4 C 0.1645(2) 0.3324(2) 0.2439(3) 0.0297(6) Uani 1 1 d . . . C5 C 0.1372(2) 0.4158(2) 0.2436(4) 0.0387(7) Uani 1 1 d . . . H5A H 0.1909 0.4767 0.3092 0.058 Uiso 1 1 calc R . . H5B H 0.0700 0.3907 0.3044 0.058 Uiso 1 1 calc R . . H5C H 0.1328 0.4352 0.1171 0.058 Uiso 1 1 calc R . . C6 C 0.35933(19) 0.4200(2) 0.3136(3) 0.0309(6) Uani 1 1 d . . . H6A H 0.3917 0.3983 0.4095 0.037 Uiso 1 1 calc R . . H6B H 0.3514 0.4775 0.3641 0.037 Uiso 1 1 calc R . . C7 C 0.43180(18) 0.46011(18) 0.1493(3) 0.0264(6) Uani 1 1 d . . . C8 C 0.40583(19) 0.49794(18) -0.0050(3) 0.0294(6) Uani 1 1 d . . . H8 H 0.3412 0.4966 -0.0091 0.035 Uiso 1 1 calc R . . C9 C 0.4733(2) 0.53724(18) -0.1515(3) 0.0298(6) Uani 1 1 d . . . H9 H 0.4546 0.5628 -0.2554 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.02546(16) 0.02546(16) 0.0491(3) 0.000 0.000 0.01273(8) Cl1 0.0240(4) 0.0240(4) 0.0455(6) 0.000 0.000 0.01201(18) N1 0.0268(12) 0.0229(12) 0.0553(14) 0.0035(10) 0.0010(10) 0.0134(10) O1 0.0234(10) 0.0250(10) 0.0541(11) 0.0012(8) -0.0002(8) 0.0131(8) O2 0.0361(11) 0.0251(10) 0.0611(13) 0.0063(9) 0.0062(9) 0.0128(9) O3 0.0506(14) 0.0506(14) 0.042(2) 0.000 0.000 0.0253(7) C1 0.0284(15) 0.0275(14) 0.0536(17) 0.0013(12) -0.0019(13) 0.0148(12) C2 0.0244(13) 0.0245(13) 0.0341(14) 0.0036(11) 0.0016(11) 0.0106(11) C3 0.0240(13) 0.0224(13) 0.0282(13) 0.0031(10) 0.0035(10) 0.0105(11) C4 0.0284(14) 0.0259(14) 0.0338(14) 0.0016(11) 0.0029(12) 0.0128(12) C5 0.0388(16) 0.0333(15) 0.0511(17) -0.0042(13) -0.0035(13) 0.0234(13) C6 0.0291(14) 0.0279(14) 0.0336(14) -0.0015(11) -0.0026(11) 0.0126(12) C7 0.0215(12) 0.0158(12) 0.0366(14) -0.0020(10) -0.0040(11) 0.0052(10) C8 0.0211(13) 0.0225(13) 0.0448(15) -0.0017(11) -0.0042(11) 0.0112(11) C9 0.0296(14) 0.0217(13) 0.0372(14) 0.0004(11) -0.0079(12) 0.0122(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 Ag1 N1 2.225(2) . ? Ag1 N1 2.225(2) 2 ? Ag1 N1 2.225(2) 3 ? Ag1 Ag1 2.9990(7) 4 ? Cl1 O2 1.4358(18) 3_565 ? Cl1 O2 1.4359(18) 2_665 ? Cl1 O2 1.4359(18) . ? Cl1 O3 1.444(3) . ? N1 C2 1.322(3) . ? N1 O1 1.410(3) . ? O1 C4 1.361(3) . ? C1 C2 1.492(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.418(3) . ? C3 C4 1.355(3) . ? C3 C6 1.497(3) . ? C4 C5 1.481(3) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.520(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C9 1.389(3) 4_665 ? C7 C8 1.396(3) . ? C8 C9 1.380(3) . ? C8 H8 0.9500 . ? C9 C7 1.389(3) 4_665 ? C9 H9 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N1 119.888(7) . 2 ? N1 Ag1 N1 119.888(7) . 3 ? N1 Ag1 N1 119.888(7) 2 3 ? N1 Ag1 Ag1 91.92(6) . 4 ? N1 Ag1 Ag1 91.92(6) 2 4 ? N1 Ag1 Ag1 91.92(6) 3 4 ? O2 Cl1 O2 109.89(9) 3_565 2_665 ? O2 Cl1 O2 109.89(9) 3_565 . ? O2 Cl1 O2 109.88(9) 2_665 . ? O2 Cl1 O3 109.05(9) 3_565 . ? O2 Cl1 O3 109.05(9) 2_665 . ? O2 Cl1 O3 109.05(9) . . ? C2 N1 O1 106.52(19) . . ? C2 N1 Ag1 140.10(17) . . ? O1 N1 Ag1 112.55(14) . . ? C4 O1 N1 107.54(18) . . ? 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 . . ? N1 C2 C3 110.9(2) . . ? N1 C2 C1 120.7(2) . . ? C3 C2 C1 128.4(2) . . ? C4 C3 C2 104.8(2) . . ? C4 C3 C6 127.6(2) . . ? C2 C3 C6 127.6(2) . . ? C3 C4 O1 110.2(2) . . ? C3 C4 C5 134.3(2) . . ? O1 C4 C5 115.4(2) . . ? 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 . . ? C3 C6 C7 113.8(2) . . ? C3 C6 H6A 108.8 . . ? C7 C6 H6A 108.8 . . ? C3 C6 H6B 108.8 . . ? C7 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? C9 C7 C8 118.5(2) 4_665 . ? C9 C7 C6 120.7(2) 4_665 . ? C8 C7 C6 120.8(2) . . ? C9 C8 C7 120.5(2) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C7 120.9(2) . 4_665 ? C8 C9 H9 119.5 . . ? C7 C9 H9 119.5 4_665 . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.921 _refine_diff_density_min -0.564 _refine_diff_density_rms 0.086 #===end data_h08adb04-(Compound_2) _database_code_depnum_ccdc_archive 'CCDC 772529' #TrackingRef '- burrows-bisox.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H70 Ag2 Cl2 N6 O15' _chemical_formula_weight 1377.84 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' N N 0.0061 0.0033 '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 Hexagonal _symmetry_space_group_name_H-M P63/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/2' '-y, x-y, z' '-x, -y, z+1/2' '-x+y, -x, z' 'y, -x+y, z+1/2' '-x, -y, -z' '-x+y, -x, -z-1/2' 'y, -x+y, -z' 'x, y, -z-1/2' 'x-y, x, -z' '-y, x-y, -z-1/2' _cell_length_a 14.4400(2) _cell_length_b 14.4400(2) _cell_length_c 35.3990(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6392.28(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 52173 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 25.028 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2832 _exptl_absorpt_coefficient_mu 0.763 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.88 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 67463 _diffrn_reflns_av_R_equivalents 0.1774 _diffrn_reflns_av_sigmaI/netI 0.0736 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 3.99 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3828 _reflns_number_gt 2001 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo & Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The asymmetric unit consists of 2 partial silver atoms, with 1/3 occupancy, 2 independent ligand halves, 2 perchlorate fragments (central chlorines 1/3 occupancy) and a diethyl ether molecule with 1/3 occupancy. C-C and C-O distances in the solvent were restrained to being individually similar, and restraints were also applied to the associated ADPs. ; _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^)+(0.0729P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3828 _refine_ls_number_parameters 265 _refine_ls_number_restraints 26 _refine_ls_R_factor_all 0.1196 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1343 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.939 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 1.0000 0.0000 0.363061(17) 0.0396(2) Uani 1 3 d S . . Ag2 Ag 1.0000 0.0000 0.456999(16) 0.0378(2) Uani 1 3 d S . . Cl1 Cl 1.3333 0.6667 0.40077(6) 0.0404(6) Uani 1 3 d S . . Cl2 Cl 1.6667 0.3333 0.35730(10) 0.0851(9) Uani 1 3 d S . . O1 O 1.0695(3) 0.2395(3) 0.36451(9) 0.0461(9) Uani 1 1 d . . . O2 O 1.2377(3) 0.0866(3) 0.44477(10) 0.0487(9) Uani 1 1 d . . . O3 O 1.3333 0.6667 0.35989(14) 0.0409(14) Uani 1 3 d S . . O4 O 1.2924(3) 0.5597(3) 0.41389(9) 0.0545(10) Uani 1 1 d . . . O5 O 1.5838(5) 0.3516(5) 0.34589(15) 0.140(2) Uani 1 1 d . . . O6 O 1.6667 0.3333 0.3975(2) 0.092(2) Uani 1 3 d S . . N1 N 1.1167(3) 0.1753(3) 0.36054(11) 0.0454(11) Uani 1 1 d . . . N2 N 1.1701(3) 0.1273(3) 0.45382(10) 0.0432(11) Uani 1 1 d . . . C1 C 1.2862(4) 0.1948(4) 0.34003(14) 0.0526(15) Uani 1 1 d . . . H1A H 1.2570 0.1233 0.3511 0.079 Uiso 1 1 calc R . . H1B H 1.3570 0.2424 0.3508 0.079 Uiso 1 1 calc R . . H1C H 1.2923 0.1905 0.3126 0.079 Uiso 1 1 calc R . . C2 C 1.2140(4) 0.2373(4) 0.34860(13) 0.0387(13) Uani 1 1 d . . . C3 C 1.2359(4) 0.3444(4) 0.34499(12) 0.0350(12) Uani 1 1 d . . . C4 C 1.1436(4) 0.3402(4) 0.35463(14) 0.0418(13) Uani 1 1 d . . . C5 C 1.1058(4) 0.4192(4) 0.35579(17) 0.0598(16) Uani 1 1 d . . . H5A H 1.0865 0.4260 0.3818 0.090 Uiso 1 1 calc R . . H5B H 1.0430 0.3946 0.3394 0.090 Uiso 1 1 calc R . . H5C H 1.1629 0.4888 0.3469 0.090 Uiso 1 1 calc R . . C6 C 1.3397(4) 0.4389(4) 0.33244(12) 0.0406(13) Uani 1 1 d . . . H6A H 1.3999 0.4323 0.3427 0.049 Uiso 1 1 calc R . . H6B H 1.3451 0.5051 0.3428 0.049 Uiso 1 1 calc R . . C7 C 1.3491(4) 0.4478(4) 0.28945(13) 0.0369(12) Uani 1 1 d . . . C8 C 1.4020(4) 0.4076(4) 0.26957(12) 0.0446(13) Uani 1 1 d . . . H8 H 1.4395 0.3791 0.2828 0.054 Uiso 1 1 calc R . . C9 C 1.2996(4) 0.4936(4) 0.26959(12) 0.0494(14) Uani 1 1 d . . . H9 H 1.2654 0.5253 0.2829 0.059 Uiso 1 1 calc R . . C10 C 1.4190(4) 0.1445(5) 0.42508(16) 0.0624(16) Uani 1 1 d . . . H10A H 1.4882 0.2105 0.4227 0.094 Uiso 1 1 calc R . . H10B H 1.4005 0.1060 0.4010 0.094 Uiso 1 1 calc R . . H10C H 1.4234 0.0993 0.4448 0.094 Uiso 1 1 calc R . . C11 C 1.3351(4) 0.1716(4) 0.43527(14) 0.0444(13) Uani 1 1 d . . . C12 C 1.3317(4) 0.2624(4) 0.43785(13) 0.0385(12) Uani 1 1 d . . . C13 C 1.2264(4) 0.2318(4) 0.44979(12) 0.0359(12) Uani 1 1 d . . . C14 C 1.1796(4) 0.3006(4) 0.45756(13) 0.0463(14) Uani 1 1 d . . . H14A H 1.1845 0.3416 0.4348 0.070 Uiso 1 1 calc R . . H14B H 1.2188 0.3499 0.4782 0.070 Uiso 1 1 calc R . . H14C H 1.1043 0.2558 0.4647 0.070 Uiso 1 1 calc R . . C15 C 1.4200(4) 0.3753(4) 0.43067(13) 0.0447(13) Uani 1 1 d . . . H15A H 1.3935 0.4109 0.4135 0.054 Uiso 1 1 calc R . . H15B H 1.4801 0.3735 0.4180 0.054 Uiso 1 1 calc R . . C16 C 1.4605(4) 0.4403(4) 0.46694(13) 0.0359(12) Uani 1 1 d . . . C17 C 1.4979(4) 0.4041(4) 0.49643(13) 0.0424(13) Uani 1 1 d . . . H17 H 1.4974 0.3384 0.4941 0.051 Uiso 1 1 calc R . . C18 C 1.5354(3) 0.4633(4) 0.52895(14) 0.0415(13) Uani 1 1 d . . . H18 H 1.5591 0.4368 0.5491 0.050 Uiso 1 1 calc R . . O7 O 1.3074(3) 0.0741(4) 0.25008(14) 0.130(3) Uani 0.67 2 d SPRDU . . C102 C 1.4914(3) 0.1927(4) 0.25008(14) 0.120(5) Uani 0.67 2 d SPRDU . . H10D H 1.5572 0.1888 0.2500 0.180 Uiso 0.67 2 calc SPR . . H10E H 1.4896 0.2307 0.2728 0.180 Uiso 0.33 1 calc PR . . H10F H 1.4894 0.2311 0.2276 0.180 Uiso 0.33 1 calc PR . . C101 C 1.4061(11) 0.0931(12) 0.2500 0.124(4) Uani 0.67 2 d SPDU . . H10G H 1.4135 0.0566 0.2275 0.148 Uiso 0.33 1 calc PR . . H10H H 1.4136 0.0561 0.2723 0.148 Uiso 0.33 1 calc PR . . C104 C 1.1169(13) -0.0692(13) 0.2500 0.115(5) Uani 0.67 2 d SPDU . . H10I H 1.0797 -0.1476 0.2500 0.173 Uiso 0.67 2 calc SPR . . H10J H 1.0968 -0.0441 0.2274 0.173 Uiso 0.33 1 calc PR . . H10K H 1.0968 -0.0442 0.2726 0.173 Uiso 0.33 1 calc PR . . C103 C 1.2245(13) -0.0300(13) 0.2500 0.132(4) Uani 0.67 2 d SPDU . . H10L H 1.2378 -0.0629 0.2277 0.158 Uiso 0.33 1 calc PR . . H10M H 1.2377 -0.0633 0.2723 0.158 Uiso 0.33 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0346(3) 0.0346(3) 0.0494(4) 0.000 0.000 0.01731(14) Ag2 0.0331(3) 0.0331(3) 0.0473(4) 0.000 0.000 0.01657(13) Cl1 0.0352(8) 0.0352(8) 0.0507(13) 0.000 0.000 0.0176(4) Cl2 0.0812(15) 0.0812(15) 0.093(2) 0.000 0.000 0.0406(8) O1 0.036(2) 0.034(2) 0.066(2) 0.0004(18) 0.0073(17) 0.015(2) O2 0.038(2) 0.036(2) 0.075(2) -0.0040(19) -0.0025(19) 0.021(2) O3 0.043(2) 0.043(2) 0.036(3) 0.000 0.000 0.0217(12) O4 0.062(3) 0.036(2) 0.062(2) 0.0082(18) -0.0124(18) 0.023(2) O5 0.116(5) 0.176(6) 0.158(5) 0.029(4) -0.028(4) 0.096(5) O6 0.090(4) 0.090(4) 0.095(6) 0.000 0.000 0.045(2) N1 0.042(3) 0.030(3) 0.062(3) 0.001(2) 0.001(2) 0.016(2) N2 0.030(3) 0.035(3) 0.060(3) -0.005(2) -0.004(2) 0.013(2) C1 0.043(4) 0.043(4) 0.070(4) -0.003(3) -0.002(3) 0.020(3) C2 0.027(3) 0.040(3) 0.043(3) -0.002(2) -0.002(2) 0.012(3) C3 0.033(3) 0.025(3) 0.037(3) -0.007(2) -0.010(2) 0.008(3) C4 0.034(3) 0.030(3) 0.050(3) -0.009(3) -0.008(3) 0.008(3) C5 0.042(4) 0.041(4) 0.093(4) -0.004(3) -0.002(3) 0.019(3) C6 0.032(3) 0.036(3) 0.047(3) -0.008(2) -0.005(2) 0.012(3) C7 0.029(3) 0.029(3) 0.042(3) -0.005(2) -0.001(2) 0.007(3) C8 0.038(3) 0.046(3) 0.051(3) 0.004(2) -0.006(2) 0.022(3) C9 0.063(4) 0.040(3) 0.051(3) -0.002(2) -0.002(3) 0.030(3) C10 0.042(4) 0.065(4) 0.090(4) -0.004(3) 0.003(3) 0.035(3) C11 0.033(3) 0.040(4) 0.055(3) -0.005(3) -0.009(3) 0.015(3) C12 0.033(3) 0.035(3) 0.043(3) -0.007(2) -0.005(2) 0.013(3) C13 0.036(3) 0.028(3) 0.039(3) -0.004(2) -0.005(2) 0.013(3) C14 0.042(3) 0.038(3) 0.058(3) -0.005(2) -0.002(2) 0.019(3) C15 0.036(3) 0.044(3) 0.048(3) -0.001(3) -0.002(2) 0.015(3) C16 0.022(3) 0.030(3) 0.042(3) 0.005(2) -0.001(2) 0.003(3) C17 0.041(3) 0.031(3) 0.052(3) 0.003(3) -0.007(3) 0.015(3) C18 0.036(3) 0.037(3) 0.044(3) 0.008(3) -0.010(3) 0.013(3) O7 0.138(9) 0.120(7) 0.147(6) 0.000 0.000 0.074(8) C102 0.145(12) 0.103(9) 0.161(10) 0.000 0.000 0.099(9) C101 0.130(10) 0.121(7) 0.156(7) 0.000 0.000 0.090(8) C104 0.122(11) 0.101(9) 0.134(9) 0.000 0.000 0.064(10) C103 0.144(10) 0.117(8) 0.145(7) 0.000 0.000 0.073(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 Ag1 N1 2.234(4) . ? Ag1 N1 2.234(4) 3_645 ? Ag1 N1 2.234(4) 5_765 ? Ag1 Ag2 3.3253(8) . ? Ag2 N2 2.216(4) . ? Ag2 N2 2.216(4) 3_645 ? Ag2 N2 2.216(4) 5_765 ? Ag2 Ag2 3.0444(11) 7_756 ? Cl1 O4 1.424(3) 5_775 ? Cl1 O4 1.429(3) . ? Cl1 O4 1.432(3) 3_755 ? Cl1 O3 1.447(5) . ? Cl2 O5 1.404(5) 5_875 ? Cl2 O5 1.405(5) 3_745 ? Cl2 O5 1.412(5) . ? Cl2 O6 1.425(8) . ? O1 C4 1.351(6) . ? O1 N1 1.406(5) . ? O2 C11 1.368(6) . ? O2 N2 1.404(5) . ? N1 C2 1.302(6) . ? N2 C13 1.317(6) . ? C1 C2 1.481(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.422(6) . ? C3 C4 1.347(7) . ? C3 C6 1.503(6) . ? C4 C5 1.492(7) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.528(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.364(6) . ? C7 C9 1.384(6) . ? C8 C8 1.386(9) 10_556 ? C8 H8 0.9500 . ? C9 C9 1.387(9) 10_556 ? C9 H9 0.9500 . ? C10 C11 1.492(7) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.340(6) . ? C12 C13 1.419(6) . ? C12 C15 1.506(6) . ? C13 C14 1.479(7) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.524(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C18 1.371(6) 7_866 ? C16 C17 1.391(6) . ? C17 C18 1.373(6) . ? C17 H17 0.9500 . ? C18 C16 1.371(6) 7_866 ? C18 H18 0.9500 . ? O7 C101 1.311(14) . ? O7 C103 1.376(16) . ? C102 C101 1.346(14) . ? C102 H10D 0.9800 . ? C102 H10E 0.9800 . ? C102 H10F 0.9800 . ? C101 H10G 0.9900 . ? C101 H10H 0.9900 . ? C104 C103 1.362(15) . ? C104 H10I 0.9800 . ? C104 H10J 0.9800 . ? C104 H10K 0.9800 . ? C103 H10L 0.9900 . ? C103 H10M 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 N1 Ag1 N1 119.841(14) . 3_645 ? N1 Ag1 N1 119.841(15) . 5_765 ? N1 Ag1 N1 119.841(15) 3_645 5_765 ? N1 Ag1 Ag2 92.29(10) . . ? N1 Ag1 Ag2 92.29(10) 3_645 . ? N1 Ag1 Ag2 92.29(10) 5_765 . ? N2 Ag2 N2 119.745(17) . 3_645 ? N2 Ag2 N2 119.744(17) . 5_765 ? N2 Ag2 N2 119.744(17) 3_645 5_765 ? N2 Ag2 Ag2 92.91(10) . 7_756 ? N2 Ag2 Ag2 92.91(10) 3_645 7_756 ? N2 Ag2 Ag2 92.91(10) 5_765 7_756 ? N2 Ag2 Ag1 87.09(10) . . ? N2 Ag2 Ag1 87.09(10) 3_645 . ? N2 Ag2 Ag1 87.09(10) 5_765 . ? Ag2 Ag2 Ag1 180.0 7_756 . ? O4 Cl1 O4 110.15(15) 5_775 . ? O4 Cl1 O4 109.98(15) 5_775 3_755 ? O4 Cl1 O4 109.70(15) . 3_755 ? O4 Cl1 O3 109.19(15) 5_775 . ? O4 Cl1 O3 108.97(15) . . ? O4 Cl1 O3 108.80(15) 3_755 . ? O5 Cl2 O5 112.4(2) 5_875 3_745 ? O5 Cl2 O5 112.0(2) 5_875 . ? O5 Cl2 O5 111.9(2) 3_745 . ? O5 Cl2 O6 106.8(3) 5_875 . ? O5 Cl2 O6 106.5(3) 3_745 . ? O5 Cl2 O6 106.8(3) . . ? C4 O1 N1 107.4(4) . . ? C11 O2 N2 107.3(4) . . ? C2 N1 O1 107.0(4) . . ? C2 N1 Ag1 137.3(4) . . ? O1 N1 Ag1 113.8(3) . . ? C13 N2 O2 107.2(4) . . ? C13 N2 Ag2 138.5(4) . . ? O2 N2 Ag2 112.2(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 . . ? N1 C2 C3 110.7(5) . . ? N1 C2 C1 121.5(5) . . ? C3 C2 C1 127.8(5) . . ? C4 C3 C2 104.6(4) . . ? C4 C3 C6 129.1(5) . . ? C2 C3 C6 126.4(5) . . ? C3 C4 O1 110.4(5) . . ? C3 C4 C5 134.8(5) . . ? O1 C4 C5 114.8(5) . . ? 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 . . ? C3 C6 C7 112.2(4) . . ? C3 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? C3 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C8 C7 C9 118.4(4) . . ? C8 C7 C6 121.6(5) . . ? C9 C7 C6 120.0(4) . . ? C7 C8 C8 121.1(3) . 10_556 ? C7 C8 H8 119.5 . . ? C8 C8 H8 119.5 10_556 . ? C7 C9 C9 120.5(3) . 10_556 ? C7 C9 H9 119.7 . . ? C9 C9 H9 119.7 10_556 . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 O2 109.7(5) . . ? C12 C11 C10 134.9(5) . . ? O2 C11 C10 115.4(5) . . ? C11 C12 C13 105.9(4) . . ? C11 C12 C15 128.4(5) . . ? C13 C12 C15 125.7(5) . . ? N2 C13 C12 109.9(4) . . ? N2 C13 C14 121.5(5) . . ? C12 C13 C14 128.6(5) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 C16 112.4(4) . . ? C12 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? C12 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.9 . . ? C18 C16 C17 118.3(4) 7_866 . ? C18 C16 C15 121.5(4) 7_866 . ? C17 C16 C15 120.2(5) . . ? C18 C17 C16 120.1(5) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C16 121.6(4) . 7_866 ? C17 C18 H18 119.2 . . ? C16 C18 H18 119.2 7_866 . ? C101 O7 C103 119.3(12) . . ? C101 C102 H10D 109.5 . . ? C101 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? C101 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? O7 C101 C102 122.8(13) . . ? O7 C101 H10G 106.6 . . ? C102 C101 H10G 106.6 . . ? O7 C101 H10H 106.6 . . ? C102 C101 H10H 106.6 . . ? H10G C101 H10H 106.6 . . ? C103 C104 H10I 109.5 . . ? C103 C104 H10J 109.5 . . ? H10I C104 H10J 109.5 . . ? C103 C104 H10K 109.5 . . ? H10I C104 H10K 109.5 . . ? H10J C104 H10K 109.5 . . ? C104 C103 O7 130.0(17) . . ? C104 C103 H10L 104.8 . . ? O7 C103 H10L 104.8 . . ? C104 C103 H10M 104.8 . . ? O7 C103 H10M 104.8 . . ? H10L C103 H10M 105.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ag1 Ag2 N2 -33.18(16) . . . . ? N1 Ag1 Ag2 N2 -153.18(16) 3_645 . . . ? N1 Ag1 Ag2 N2 86.82(16) 5_765 . . . ? N1 Ag1 Ag2 N2 86.82(17) . . . 3_645 ? N1 Ag1 Ag2 N2 -33.18(17) 3_645 . . 3_645 ? N1 Ag1 Ag2 N2 -153.18(17) 5_765 . . 3_645 ? N1 Ag1 Ag2 N2 -153.18(16) . . . 5_765 ? N1 Ag1 Ag2 N2 86.82(16) 3_645 . . 5_765 ? N1 Ag1 Ag2 N2 -33.18(16) 5_765 . . 5_765 ? N1 Ag1 Ag2 Ag2 -79(12) . . . 7_756 ? N1 Ag1 Ag2 Ag2 161(12) 3_645 . . 7_756 ? N1 Ag1 Ag2 Ag2 41(4) 5_765 . . 7_756 ? C4 O1 N1 C2 -0.4(5) . . . . ? C4 O1 N1 Ag1 -167.4(3) . . . . ? N1 Ag1 N1 C2 -150.2(4) 3_645 . . . ? N1 Ag1 N1 C2 21.8(6) 5_765 . . . ? Ag2 Ag1 N1 C2 115.8(5) . . . . ? N1 Ag1 N1 O1 11.3(4) 3_645 . . . ? N1 Ag1 N1 O1 -176.66(16) 5_765 . . . ? Ag2 Ag1 N1 O1 -82.7(3) . . . . ? C11 O2 N2 C13 -0.1(5) . . . . ? C11 O2 N2 Ag2 166.7(3) . . . . ? N2 Ag2 N2 C13 -1.1(6) 3_645 . . . ? N2 Ag2 N2 C13 168.9(3) 5_765 . . . ? Ag2 Ag2 N2 C13 -96.1(5) 7_756 . . . ? Ag1 Ag2 N2 C13 83.9(5) . . . . ? N2 Ag2 N2 O2 -161.92(16) 3_645 . . . ? N2 Ag2 N2 O2 8.0(4) 5_765 . . . ? Ag2 Ag2 N2 O2 103.1(3) 7_756 . . . ? Ag1 Ag2 N2 O2 -76.9(3) . . . . ? O1 N1 C2 C3 1.3(5) . . . . ? Ag1 N1 C2 C3 163.6(3) . . . . ? O1 N1 C2 C1 -177.8(4) . . . . ? Ag1 N1 C2 C1 -15.5(8) . . . . ? N1 C2 C3 C4 -1.7(5) . . . . ? C1 C2 C3 C4 177.3(5) . . . . ? N1 C2 C3 C6 179.3(4) . . . . ? C1 C2 C3 C6 -1.7(8) . . . . ? C2 C3 C4 O1 1.4(5) . . . . ? C6 C3 C4 O1 -179.6(4) . . . . ? C2 C3 C4 C5 -176.7(6) . . . . ? C6 C3 C4 C5 2.3(9) . . . . ? N1 O1 C4 C3 -0.7(5) . . . . ? N1 O1 C4 C5 177.8(4) . . . . ? C4 C3 C6 C7 -95.0(6) . . . . ? C2 C3 C6 C7 83.8(6) . . . . ? C3 C6 C7 C8 -96.1(6) . . . . ? C3 C6 C7 C9 81.2(6) . . . . ? C9 C7 C8 C8 -3.1(6) . . . 10_556 ? C6 C7 C8 C8 174.2(3) . . . 10_556 ? C8 C7 C9 C9 3.1(6) . . . 10_556 ? C6 C7 C9 C9 -174.3(3) . . . 10_556 ? N2 O2 C11 C12 -0.1(5) . . . . ? N2 O2 C11 C10 179.3(4) . . . . ? O2 C11 C12 C13 0.3(5) . . . . ? C10 C11 C12 C13 -179.0(6) . . . . ? O2 C11 C12 C15 179.1(4) . . . . ? C10 C11 C12 C15 -0.2(9) . . . . ? O2 N2 C13 C12 0.3(5) . . . . ? Ag2 N2 C13 C12 -161.1(3) . . . . ? O2 N2 C13 C14 -179.3(4) . . . . ? Ag2 N2 C13 C14 19.3(7) . . . . ? C11 C12 C13 N2 -0.4(5) . . . . ? C15 C12 C13 N2 -179.2(4) . . . . ? C11 C12 C13 C14 179.2(4) . . . . ? C15 C12 C13 C14 0.4(8) . . . . ? C11 C12 C15 C16 -108.8(6) . . . . ? C13 C12 C15 C16 69.8(6) . . . . ? C12 C15 C16 C18 -126.1(5) . . . 7_866 ? C12 C15 C16 C17 56.0(6) . . . . ? C18 C16 C17 C18 1.4(7) 7_866 . . . ? C15 C16 C17 C18 179.3(4) . . . . ? C16 C17 C18 C16 -1.5(8) . . . 7_866 ? C103 O7 C101 C102 -179.98(3) . . . . ? C101 O7 C103 C104 -179.89(19) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.451 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.079 #===end data_ligand-k07adb16 _database_code_depnum_ccdc_archive 'CCDC 772530' #TrackingRef '- burrows-bisox.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 N2 O2' _chemical_formula_weight 296.36 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n 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 7.0310(3) _cell_length_b 14.2330(6) _cell_length_c 8.3650(5) _cell_angle_alpha 90.00 _cell_angle_beta 100.882(2) _cell_angle_gamma 90.00 _cell_volume 822.05(7) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3124 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.197 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 316 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7770 _diffrn_reflns_av_R_equivalents 0.0791 _diffrn_reflns_av_sigmaI/netI 0.0742 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.76 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1877 _reflns_number_gt 885 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo & Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0810P)^2^+0.0102P] 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 0.065(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1877 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1417 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1674 _refine_ls_wR_factor_gt 0.1310 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 O1 O 0.0713(3) 0.62726(12) 0.0288(2) 0.1048(7) Uani 1 1 d . . . N1 N 0.1303(3) 0.64916(14) -0.1208(3) 0.0922(7) Uani 1 1 d . . . C1 C -0.2176(6) 0.5973(2) 0.1397(3) 0.1287(12) Uani 1 1 d . . . H1 H -0.2016 0.6493 0.2178 0.193 Uiso 1 1 calc R . . H2 H -0.1568 0.5406 0.1931 0.193 Uiso 1 1 calc R . . H3 H -0.3559 0.5856 0.1005 0.193 Uiso 1 1 calc R . . C2 C -0.1243(4) 0.62194(15) -0.0003(3) 0.0799(7) Uani 1 1 d . . . C3 C -0.1948(3) 0.63978(12) -0.1585(2) 0.0593(6) Uani 1 1 d . . . C4 C -0.0281(3) 0.65530(14) -0.2262(3) 0.0715(7) Uani 1 1 d . . . C5 C -0.0188(4) 0.6758(2) -0.3990(3) 0.1064(9) Uani 1 1 d . . . H6 H 0.1141 0.6927 -0.4072 0.160 Uiso 1 1 calc R . . H5 H -0.1059 0.7281 -0.4381 0.160 Uiso 1 1 calc R . . H4 H -0.0586 0.6200 -0.4656 0.160 Uiso 1 1 calc R . . C6 C -0.3994(3) 0.64349(14) -0.2479(3) 0.0701(6) Uani 1 1 d . . . H7 H -0.4238 0.7063 -0.2987 0.084 Uiso 1 1 calc R . . H8 H -0.4865 0.6362 -0.1686 0.084 Uiso 1 1 calc R . . C7 C -0.4507(2) 0.56908(13) -0.3795(2) 0.0579(6) Uani 1 1 d . . . C8 C -0.3986(3) 0.47625(13) -0.3495(2) 0.0658(6) Uani 1 1 d . . . H9 H -0.3276 0.4587 -0.2456 0.079 Uiso 1 1 calc R . . C9 C -0.5515(3) 0.59180(14) -0.5310(2) 0.0646(6) Uani 1 1 d . . . H10 H -0.5880 0.6553 -0.5548 0.078 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 O1 0.1064(15) 0.0913(12) 0.0944(15) -0.0181(9) -0.0378(12) 0.0153(9) N1 0.0635(14) 0.1015(16) 0.1027(17) -0.0180(12) -0.0072(12) -0.0035(10) C1 0.216(4) 0.104(2) 0.0710(18) 0.0056(15) 0.039(2) 0.007(2) C2 0.104(2) 0.0638(13) 0.0657(16) -0.0090(11) 0.0003(14) 0.0024(11) C3 0.0578(13) 0.0595(12) 0.0576(13) -0.0089(9) 0.0029(10) -0.0042(8) C4 0.0562(13) 0.0686(14) 0.0857(16) -0.0126(11) 0.0030(12) -0.0037(9) C5 0.095(2) 0.134(2) 0.099(2) 0.0109(17) 0.0403(16) -0.0064(15) C6 0.0578(13) 0.0733(14) 0.0778(15) -0.0160(10) 0.0093(11) 0.0008(9) C7 0.0426(11) 0.0645(12) 0.0640(13) -0.0037(9) 0.0038(9) -0.0005(8) C8 0.0609(13) 0.0696(14) 0.0607(13) 0.0058(10) -0.0039(10) 0.0014(10) C9 0.0570(12) 0.0571(11) 0.0743(15) 0.0031(10) -0.0015(11) 0.0036(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C2 1.353(3) . ? O1 N1 1.425(3) . ? N1 C4 1.286(3) . ? C1 C2 1.488(4) . ? C1 H1 0.9800 . ? C1 H2 0.9800 . ? C1 H3 0.9800 . ? C2 C3 1.347(3) . ? C3 C4 1.412(3) . ? C3 C6 1.492(3) . ? C4 C5 1.488(3) . ? C5 H6 0.9800 . ? C5 H5 0.9800 . ? C5 H4 0.9800 . ? C6 C7 1.521(3) . ? C6 H7 0.9900 . ? C6 H8 0.9900 . ? C7 C9 1.369(3) . ? C7 C8 1.381(3) . ? C8 C9 1.389(3) 3_464 ? C8 H9 0.9500 . ? C9 C8 1.389(3) 3_464 ? C9 H10 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 O1 N1 107.99(17) . . ? C4 N1 O1 105.00(19) . . ? C2 C1 H1 109.5 . . ? C2 C1 H2 109.5 . . ? H1 C1 H2 109.5 . . ? C2 C1 H3 109.5 . . ? H1 C1 H3 109.5 . . ? H2 C1 H3 109.5 . . ? C3 C2 O1 109.8(2) . . ? C3 C2 C1 133.0(3) . . ? O1 C2 C1 117.1(2) . . ? C2 C3 C4 104.1(2) . . ? C2 C3 C6 129.8(2) . . ? C4 C3 C6 126.02(19) . . ? N1 C4 C3 113.0(2) . . ? N1 C4 C5 119.2(2) . . ? C3 C4 C5 127.7(2) . . ? C4 C5 H6 109.5 . . ? C4 C5 H5 109.5 . . ? H6 C5 H5 109.5 . . ? C4 C5 H4 109.5 . . ? H6 C5 H4 109.5 . . ? H5 C5 H4 109.5 . . ? C3 C6 C7 114.41(15) . . ? C3 C6 H7 108.7 . . ? C7 C6 H7 108.7 . . ? C3 C6 H8 108.7 . . ? C7 C6 H8 108.7 . . ? H7 C6 H8 107.6 . . ? C9 C7 C8 117.87(17) . . ? C9 C7 C6 121.07(17) . . ? C8 C7 C6 121.06(18) . . ? C7 C8 C9 120.92(18) . 3_464 ? C7 C8 H9 119.5 . . ? C9 C8 H9 119.5 3_464 . ? C7 C9 C8 121.21(18) . 3_464 ? C7 C9 H10 119.4 . . ? C8 C9 H10 119.4 3_464 . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.161 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.042 #===end