# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1864 data_global _publ_contact_author 'Hanton, Lyall R.' _publ_contact_author_email lhanton@alkali.otago.ac.nz loop_ _publ_author_name 'Hanton, Lyall R.' 'Lee, Kitty' _journal_name_full 'Journal of the Chemical Society Dalton Transactions' _journal_volume ? _journal_page_first ? _journal_page_last ? _journal_year ? _ccdc_journal_depnumber ? data_[Ag2(NO3)2(L)].4H2O _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point high _chemical_formula_moiety ? _chemical_formula_sum 'C10 H14 Ag N2 O5 S' _chemical_formula_weight 382.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ag' 'Ag' -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.187(2) _cell_length_b 10.722(3) _cell_length_c 12.636(4) _cell_angle_alpha 82.315(4) _cell_angle_beta 78.712(4) _cell_angle_gamma 79.952(4) _cell_volume 674.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 168(2) _cell_measurement_reflns_used 2734 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 26.37 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.881 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 382 _exptl_absorpt_coefficient_mu 1.665 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6863 _exptl_absorpt_correction_T_max 0.9049 _exptl_absorpt_process_details 'SADABS (Sheldrick 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 8633 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2734 _reflns_number_gt 2408 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0378P)^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 2734 _refine_ls_number_parameters 188 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0281 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0575 _refine_ls_wR_factor_gt 0.0565 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.975 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.20797(3) -0.596347(17) -0.149944(15) 0.02713(8) Uani 1 1 d . . . S1 S -0.02836(10) -0.33939(5) -0.04486(5) 0.02043(13) Uani 1 1 d . . . O1 O 0.7028(4) -0.66789(19) -0.14109(16) 0.0371(4) Uani 1 1 d . . . O2 O 0.5704(3) -0.70139(18) -0.28545(15) 0.0327(4) Uani 1 1 d . . . O3 O 0.9825(4) -0.7636(2) -0.26874(17) 0.0435(5) Uani 1 1 d . . . O4 O -0.3480(4) 0.0802(2) -0.40009(18) 0.0432(5) Uani 1 1 d D . . H41 H -0.366(7) 0.1507(15) -0.379(3) 0.057(11) Uiso 1 1 d D . . H42 H -0.484(5) 0.048(4) -0.383(3) 0.075(14) Uiso 1 1 d D . . O5 O -0.7960(4) -0.0421(2) -0.3762(2) 0.0459(5) Uani 1 1 d D . . H51 H -0.944(3) 0.001(3) -0.369(3) 0.060(11) Uiso 1 1 d D . . H52 H -0.768(13) -0.053(6) -0.4407(13) 0.15(3) Uiso 1 1 d D . . N1 N 0.0545(4) -0.44123(19) -0.27400(17) 0.0275(4) Uani 1 1 d . . . N2 N 0.7567(4) -0.7118(2) -0.23182(17) 0.0272(4) Uani 1 1 d . . . C1 C 0.1597(6) -0.4425(3) -0.3801(2) 0.0366(6) Uani 1 1 d . . . H1 H 0.3079 -0.5025 -0.4004 0.044 Uiso 1 1 calc R . . C2 C 0.0585(7) -0.3593(3) -0.4600(2) 0.0440(7) Uani 1 1 d . . . H2 H 0.1370 -0.3628 -0.5325 0.053 Uiso 1 1 calc R . . C3 C -0.1620(7) -0.2704(3) -0.4302(3) 0.0466(7) Uani 1 1 d . . . H3 H -0.2347 -0.2131 -0.4825 0.056 Uiso 1 1 calc R . . C4 C -0.2747(6) -0.2674(2) -0.3207(2) 0.0371(6) Uani 1 1 d . . . H4 H -0.4244 -0.2087 -0.2992 0.044 Uiso 1 1 calc R . . C5 C -0.1606(5) -0.3529(2) -0.2446(2) 0.0249(5) Uani 1 1 d . . . C6 C -0.2729(4) -0.3540(2) -0.1250(2) 0.0248(5) Uani 1 1 d . . . H6A H -0.3435 -0.4328 -0.0997 0.030 Uiso 1 1 calc R . . H6B H -0.4190 -0.2843 -0.1141 0.030 Uiso 1 1 calc R . . C7 C -0.0059(4) -0.1684(2) -0.0688(2) 0.0235(5) Uani 1 1 d . . . H7A H 0.1281 -0.1519 -0.0309 0.028 Uiso 1 1 calc R . . H7B H 0.0540 -0.1470 -0.1457 0.028 Uiso 1 1 calc R . . C8 C -0.2629(4) -0.0817(2) -0.03316(19) 0.0215(5) Uani 1 1 d . . . C9 C -0.4009(4) -0.0093(2) -0.10941(19) 0.0225(5) Uani 1 1 d . . . H9 H -0.3357 -0.0148 -0.1829 0.027 Uiso 1 1 calc R . . C10 C -0.3630(4) -0.0719(2) 0.0772(2) 0.0227(5) Uani 1 1 d . . . H10 H -0.2720 -0.1197 0.1292 0.027 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 0.02462(10) 0.02775(11) 0.02616(12) -0.00407(7) -0.00326(7) 0.00340(7) S1 0.0191(2) 0.0161(3) 0.0253(3) -0.0064(2) -0.0029(2) 0.0015(2) O1 0.0363(10) 0.0447(11) 0.0359(11) -0.0172(9) -0.0087(8) -0.0091(8) O2 0.0226(8) 0.0434(11) 0.0328(10) -0.0100(8) -0.0100(7) 0.0035(8) O3 0.0214(9) 0.0591(13) 0.0466(12) -0.0114(10) -0.0059(8) 0.0076(9) O4 0.0455(12) 0.0411(12) 0.0466(13) -0.0162(10) -0.0125(10) -0.0026(10) O5 0.0398(12) 0.0477(13) 0.0469(14) -0.0083(11) -0.0096(10) 0.0071(10) N1 0.0283(10) 0.0264(10) 0.0257(11) -0.0053(9) -0.0028(9) 0.0010(8) N2 0.0223(10) 0.0288(11) 0.0310(12) -0.0037(9) -0.0062(9) -0.0036(8) C1 0.0421(15) 0.0369(15) 0.0281(14) -0.0076(12) -0.0001(12) -0.0024(12) C2 0.0639(19) 0.0445(17) 0.0244(14) -0.0007(12) -0.0092(14) -0.0110(15) C3 0.070(2) 0.0365(16) 0.0371(17) 0.0067(13) -0.0274(15) -0.0056(15) C4 0.0428(15) 0.0259(13) 0.0452(17) -0.0045(12) -0.0208(13) 0.0030(11) C5 0.0235(11) 0.0225(11) 0.0311(13) -0.0062(10) -0.0087(10) -0.0028(9) C6 0.0182(10) 0.0228(11) 0.0335(14) -0.0078(10) -0.0053(9) 0.0013(9) C7 0.0209(11) 0.0161(11) 0.0322(13) -0.0052(9) -0.0003(10) -0.0018(9) C8 0.0216(10) 0.0153(10) 0.0273(13) -0.0049(9) -0.0007(9) -0.0036(8) C9 0.0266(11) 0.0177(10) 0.0216(12) -0.0046(9) 0.0001(9) -0.0020(9) C10 0.0254(11) 0.0165(11) 0.0262(12) -0.0032(9) -0.0072(9) 0.0008(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 Ag1 N1 2.277(2) . ? Ag1 O2 2.5001(18) . ? Ag1 S1 2.5048(9) 2_545 ? Ag1 O1 2.567(2) . ? S1 C6 1.809(2) . ? S1 C7 1.838(2) . ? S1 Ag1 2.5048(9) 2_545 ? O1 N2 1.260(3) . ? O2 N2 1.267(3) . ? O3 N2 1.235(3) . ? N1 C1 1.345(3) . ? N1 C5 1.358(3) . ? C1 C2 1.377(4) . ? C2 C3 1.380(5) . ? C3 C4 1.395(4) . ? C4 C5 1.383(4) . ? C5 C6 1.509(3) . ? C7 C8 1.513(3) . ? C8 C9 1.386(3) . ? C8 C10 1.400(3) . ? C9 C10 1.397(3) 2_455 ? C10 C9 1.397(3) 2_455 ? 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 O2 94.42(7) . . ? N1 Ag1 S1 132.36(5) . 2_545 ? O2 Ag1 S1 132.46(5) . 2_545 ? N1 Ag1 O1 123.92(7) . . ? O2 Ag1 O1 50.52(6) . . ? S1 Ag1 O1 97.30(5) 2_545 . ? C6 S1 C7 102.62(11) . . ? C6 S1 Ag1 108.13(8) . 2_545 ? C7 S1 Ag1 111.49(8) . 2_545 ? N2 O1 Ag1 94.31(13) . . ? N2 O2 Ag1 97.34(13) . . ? C1 N1 C5 118.3(2) . . ? C1 N1 Ag1 120.39(17) . . ? C5 N1 Ag1 121.06(16) . . ? O3 N2 O1 122.1(2) . . ? O3 N2 O2 120.1(2) . . ? O1 N2 O2 117.8(2) . . ? N1 C1 C2 123.2(3) . . ? C1 C2 C3 118.6(3) . . ? C2 C3 C4 119.3(3) . . ? C5 C4 C3 119.0(3) . . ? N1 C5 C4 121.7(2) . . ? N1 C5 C6 116.8(2) . . ? C4 C5 C6 121.5(2) . . ? C5 C6 S1 112.89(16) . . ? C8 C7 S1 114.81(15) . . ? C9 C8 C10 119.0(2) . . ? C9 C8 C7 120.4(2) . . ? C10 C8 C7 120.6(2) . . ? C8 C9 C10 120.7(2) . 2_455 ? C9 C10 C8 120.3(2) 2_455 . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.741 _refine_diff_density_min -0.678 _refine_diff_density_rms 0.082 #===END data_[Cu2I2(L)] _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point high _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 Cu2 I2 N2 S2' _chemical_formula_weight 733.38 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.282(1) _cell_length_b 9.793(1) _cell_length_c 12.188(1) _cell_angle_alpha 90.00 _cell_angle_beta 105.482(2) _cell_angle_gamma 90.00 _cell_volume 1182.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2265 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 26.40 _exptl_crystal_description triangular _exptl_crystal_colour 'red brown' _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.51 _exptl_crystal_size_min 0.34 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.059 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 4.594 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.1471 _exptl_absorpt_correction_T_max 0.2097 _exptl_absorpt_process_details 'SADABS (Sheldrick 1996)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 7964 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0163 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 26.40 _reflns_number_total 2265 _reflns_number_gt 2092 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXTL' _computing_publication_material 'BRUKER SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^2^+6.5470P] 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 2265 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.0906 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 I1 I 0.53661(5) 0.36098(4) 0.36059(4) 0.06106(17) Uani 1 1 d . . . Cu1 Cu 0.45620(7) 0.39725(7) 0.54204(6) 0.0478(2) Uani 1 1 d . . . S1 S 0.23106(13) 0.33504(13) 0.53523(11) 0.0388(3) Uani 1 1 d . . . N1 N 0.5110(5) 0.2312(5) 0.6501(4) 0.0458(11) Uani 1 1 d . . . C9 C -0.0337(5) 0.1321(5) 0.4639(4) 0.0407(11) Uani 1 1 d . . . H9 H -0.0566 0.2212 0.4401 0.049 Uiso 1 1 calc R . . C8 C 0.0985(5) 0.0864(5) 0.4781(4) 0.0370(11) Uani 1 1 d . . . C7 C 0.2037(6) 0.1787(5) 0.4523(4) 0.0405(11) Uani 1 1 d . . . H7A H 0.1764 0.2021 0.3720 0.049 Uiso 1 1 calc R . . H7B H 0.2883 0.1292 0.4666 0.049 Uiso 1 1 calc R . . C6 C 0.2880(5) 0.2647(6) 0.6771(4) 0.0418(12) Uani 1 1 d . . . H6A H 0.3023 0.3390 0.7317 0.050 Uiso 1 1 calc R . . H6B H 0.2174 0.2068 0.6909 0.050 Uiso 1 1 calc R . . C10 C 0.1310(5) -0.0454(5) 0.5149(4) 0.0398(11) Uani 1 1 d . . . H10 H 0.2190 -0.0765 0.5257 0.048 Uiso 1 1 calc R . . C5 C 0.4153(6) 0.1830(5) 0.6975(4) 0.0427(12) Uani 1 1 d . . . C1 C 0.6275(7) 0.1606(8) 0.6694(6) 0.068(2) Uani 1 1 d . . . H1 H 0.6947 0.1913 0.6373 0.081 Uiso 1 1 calc R . . C4 C 0.4335(8) 0.0660(6) 0.7643(5) 0.0608(17) Uani 1 1 d . . . H4 H 0.3652 0.0358 0.7954 0.073 Uiso 1 1 calc R . . C2 C 0.6501(9) 0.0425(9) 0.7363(7) 0.083(3) Uani 1 1 d . . . H2 H 0.7316 -0.0039 0.7483 0.100 Uiso 1 1 calc R . . C3 C 0.5531(10) -0.0051(8) 0.7843(7) 0.082(3) Uani 1 1 d . . . H3 H 0.5674 -0.0833 0.8292 0.098 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 I1 0.0831(3) 0.0539(3) 0.0645(3) -0.02760(19) 0.0515(2) -0.0258(2) Cu1 0.0577(4) 0.0454(4) 0.0505(4) -0.0087(3) 0.0320(3) -0.0197(3) S1 0.0436(7) 0.0382(7) 0.0374(6) -0.0020(5) 0.0156(5) -0.0095(5) N1 0.048(3) 0.047(3) 0.045(2) -0.013(2) 0.017(2) 0.001(2) C9 0.050(3) 0.036(3) 0.035(3) 0.005(2) 0.008(2) -0.006(2) C8 0.043(3) 0.039(3) 0.029(2) -0.002(2) 0.0098(19) -0.012(2) C7 0.049(3) 0.043(3) 0.032(2) -0.004(2) 0.016(2) -0.012(2) C6 0.047(3) 0.049(3) 0.034(2) -0.004(2) 0.018(2) -0.012(2) C10 0.039(3) 0.044(3) 0.036(3) 0.000(2) 0.010(2) -0.006(2) C5 0.059(3) 0.038(3) 0.030(2) -0.009(2) 0.011(2) -0.010(2) C1 0.056(4) 0.084(5) 0.061(4) -0.033(4) 0.014(3) 0.006(4) C4 0.090(5) 0.038(3) 0.046(3) -0.005(3) 0.004(3) -0.013(3) C2 0.095(6) 0.064(5) 0.075(5) -0.030(4) -0.006(4) 0.039(5) C3 0.120(7) 0.043(4) 0.063(4) -0.012(3) -0.009(5) 0.011(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 I1 Cu1 2.5839(7) . ? I1 Cu1 2.6406(8) 3_666 ? Cu1 N1 2.073(5) . ? Cu1 S1 2.3738(15) . ? Cu1 Cu1 2.5306(13) 3_666 ? Cu1 I1 2.6406(8) 3_666 ? S1 C6 1.808(5) . ? S1 C7 1.815(5) . ? N1 C1 1.348(8) . ? N1 C5 1.352(7) . ? C9 C10 1.388(7) 3_556 ? C9 C8 1.397(8) . ? C8 C10 1.378(7) . ? C8 C7 1.506(7) . ? C6 C5 1.497(8) . ? C10 C9 1.388(7) 3_556 ? C5 C4 1.390(8) . ? C1 C2 1.399(12) . ? C4 C3 1.377(11) . ? C2 C3 1.366(13) . ? 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 Cu1 I1 Cu1 57.93(3) . 3_666 ? N1 Cu1 S1 85.32(14) . . ? N1 Cu1 Cu1 144.58(14) . 3_666 ? S1 Cu1 Cu1 129.73(6) . 3_666 ? N1 Cu1 I1 109.93(12) . . ? S1 Cu1 I1 117.82(4) . . ? Cu1 Cu1 I1 62.16(3) 3_666 . ? N1 Cu1 I1 116.58(12) . 3_666 ? S1 Cu1 I1 98.97(4) . 3_666 ? Cu1 Cu1 I1 59.91(3) 3_666 3_666 ? I1 Cu1 I1 122.07(3) . 3_666 ? C6 S1 C7 100.0(2) . . ? C6 S1 Cu1 90.03(17) . . ? C7 S1 Cu1 103.93(18) . . ? C1 N1 C5 117.4(6) . . ? C1 N1 Cu1 126.3(5) . . ? C5 N1 Cu1 116.1(4) . . ? C10 C9 C8 120.4(5) 3_556 . ? C10 C8 C9 119.0(5) . . ? C10 C8 C7 120.3(5) . . ? C9 C8 C7 120.7(5) . . ? C8 C7 S1 113.8(4) . . ? C5 C6 S1 114.0(3) . . ? C8 C10 C9 120.6(5) . 3_556 ? N1 C5 C4 122.6(6) . . ? N1 C5 C6 116.6(5) . . ? C4 C5 C6 120.8(6) . . ? N1 C1 C2 121.8(7) . . ? C3 C4 C5 119.6(7) . . ? C3 C2 C1 120.4(7) . . ? C2 C3 C4 118.1(7) . . ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 2.356 _refine_diff_density_min -1.961 _refine_diff_density_rms 0.108 #===END data_[CuCl2(L)] _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point high _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 Cl2 Cu N2 S2' _chemical_formula_weight 486.94 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' 'S' 'S' 0.1246 0.1234 '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' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 8.017(2) _cell_length_b 10.026(2) _cell_length_c 13.063(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.816(3) _cell_angle_gamma 90.00 _cell_volume 1049.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 163(2) _cell_measurement_reflns_used 2124 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 26.36 _exptl_crystal_description chunk _exptl_crystal_colour green-orange _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 498 _exptl_absorpt_coefficient_mu 1.501 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4921 _exptl_absorpt_correction_T_max 0.6871 _exptl_absorpt_process_details 'SADABS (Sheldrick 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 163(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 4727 _diffrn_reflns_av_R_equivalents 0.0159 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 26.36 _reflns_number_total 2124 _reflns_number_gt 1833 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0410P)^2^+0.0470P] 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 2124 _refine_ls_number_parameters 124 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0283 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0651 _refine_ls_wR_factor_gt 0.0637 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Cu1 Cu 0.5000 0.5000 0.5000 0.02352(10) Uani 1 2 d S . . S1 S 0.79513(5) 0.35875(4) 0.51526(4) 0.03118(12) Uani 1 1 d . . . Cl1 Cl 0.40635(5) 0.37343(4) 0.36134(3) 0.03255(12) Uani 1 1 d . . . N1 N 0.43433(17) 0.34750(14) 0.59500(10) 0.0262(3) Uani 1 1 d . . . C1 C 0.2726(2) 0.31318(18) 0.60155(14) 0.0313(4) Uani 1 1 d . . . H1 H 0.1942 0.3640 0.5657 0.038 Uiso 1 1 calc R . . C2 C 0.2170(2) 0.2071(2) 0.65832(14) 0.0364(4) Uani 1 1 d . . . H2 H 0.1038 0.1876 0.6614 0.044 Uiso 1 1 calc R . . C3 C 0.3334(3) 0.1300(2) 0.71080(15) 0.0394(5) Uani 1 1 d . . . H3 H 0.2999 0.0570 0.7494 0.047 Uiso 1 1 calc R . . C4 C 0.5005(2) 0.16365(19) 0.70475(14) 0.0349(4) Uani 1 1 d . . . H4 H 0.5806 0.1129 0.7391 0.042 Uiso 1 1 calc R . . C5 C 0.5481(2) 0.27341(17) 0.64718(12) 0.0276(4) Uani 1 1 d . . . C6 C 0.7293(2) 0.31300(19) 0.64217(13) 0.0310(4) Uani 1 1 d . . . H6A H 0.7974 0.2392 0.6664 0.037 Uiso 1 1 calc R . . H6B H 0.7488 0.3878 0.6879 0.037 Uiso 1 1 calc R . . C7 C 0.7542(2) 0.20274(18) 0.44813(14) 0.0331(4) Uani 1 1 d . . . H7A H 0.6440 0.1709 0.4656 0.040 Uiso 1 1 calc R . . H7B H 0.7553 0.2188 0.3749 0.040 Uiso 1 1 calc R . . C8 C 0.8807(2) 0.09728(18) 0.47451(13) 0.0302(4) Uani 1 1 d . . . C9 C 1.0384(2) 0.09974(18) 0.43104(14) 0.0334(4) Uani 1 1 d . . . H9 H 1.0649 0.1666 0.3846 0.040 Uiso 1 1 calc R . . C10 C 0.8438(2) -0.00357(17) 0.54369(15) 0.0338(4) Uani 1 1 d . . . H10 H 0.7390 -0.0065 0.5733 0.041 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 Cu1 0.02094(16) 0.02603(17) 0.02347(16) -0.00204(11) -0.00401(11) 0.00298(11) S1 0.0256(2) 0.0291(2) 0.0389(3) 0.00439(19) 0.00019(18) 0.00670(17) Cl1 0.0343(2) 0.0338(2) 0.0293(2) -0.00760(17) -0.00825(17) 0.00506(18) N1 0.0243(7) 0.0290(7) 0.0251(7) -0.0035(6) -0.0027(6) 0.0033(6) C1 0.0253(9) 0.0358(9) 0.0328(9) -0.0035(8) -0.0025(7) 0.0032(8) C2 0.0306(10) 0.0409(11) 0.0377(10) -0.0042(9) 0.0033(8) -0.0049(8) C3 0.0480(12) 0.0373(10) 0.0328(10) 0.0023(8) 0.0053(9) -0.0051(9) C4 0.0403(10) 0.0353(10) 0.0290(9) 0.0010(8) -0.0022(8) 0.0064(8) C5 0.0301(9) 0.0298(9) 0.0230(8) -0.0037(7) -0.0028(7) 0.0059(7) C6 0.0273(9) 0.0352(10) 0.0301(9) 0.0003(7) -0.0073(7) 0.0068(8) C7 0.0348(10) 0.0338(10) 0.0306(9) -0.0007(8) -0.0012(8) 0.0120(8) C8 0.0351(10) 0.0299(9) 0.0255(8) -0.0017(7) -0.0018(7) 0.0107(7) C9 0.0388(10) 0.0328(9) 0.0288(9) 0.0050(7) 0.0052(7) 0.0088(8) C10 0.0323(10) 0.0350(10) 0.0344(9) 0.0000(8) 0.0068(8) 0.0083(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 Cu1 N1 2.0429(15) . ? Cu1 N1 2.0429(15) 3_666 ? Cu1 Cl1 2.3273(5) 3_666 ? Cu1 Cl1 2.3273(5) . ? Cu1 S1 2.7624(6) 3_666 ? Cu1 S1 2.7624(6) . ? S1 C6 1.8061(18) . ? S1 C7 1.8207(19) . ? N1 C1 1.346(2) . ? N1 C5 1.353(2) . ? C1 C2 1.374(3) . ? C2 C3 1.386(3) . ? C3 C4 1.385(3) . ? C4 C5 1.389(3) . ? C5 C6 1.508(2) . ? C7 C8 1.501(2) . ? C8 C10 1.391(3) . ? C8 C9 1.394(3) . ? C9 C10 1.386(3) 3_756 ? C10 C9 1.386(3) 3_756 ? 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 Cu1 N1 180.00(5) . 3_666 ? N1 Cu1 Cl1 91.05(4) . 3_666 ? N1 Cu1 Cl1 88.95(4) 3_666 3_666 ? N1 Cu1 Cl1 88.95(4) . . ? N1 Cu1 Cl1 91.05(4) 3_666 . ? Cl1 Cu1 Cl1 180.0 3_666 . ? N1 Cu1 S1 101.51(4) . 3_666 ? N1 Cu1 S1 78.49(4) 3_666 3_666 ? Cl1 Cu1 S1 92.474(17) 3_666 3_666 ? Cl1 Cu1 S1 87.526(17) . 3_666 ? N1 Cu1 S1 78.49(4) . . ? N1 Cu1 S1 101.51(4) 3_666 . ? Cl1 Cu1 S1 87.526(17) 3_666 . ? Cl1 Cu1 S1 92.474(17) . . ? S1 Cu1 S1 180.0 3_666 . ? C6 S1 C7 99.85(9) . . ? C6 S1 Cu1 86.29(6) . . ? C7 S1 Cu1 104.92(6) . . ? C1 N1 C5 118.10(15) . . ? C1 N1 Cu1 119.14(11) . . ? C5 N1 Cu1 122.62(12) . . ? N1 C1 C2 123.54(16) . . ? C1 C2 C3 118.51(17) . . ? C4 C3 C2 118.76(18) . . ? C3 C4 C5 119.82(17) . . ? N1 C5 C4 121.26(16) . . ? N1 C5 C6 118.46(15) . . ? C4 C5 C6 120.28(15) . . ? C5 C6 S1 113.63(12) . . ? C8 C7 S1 112.22(13) . . ? C10 C8 C9 118.70(16) . . ? C10 C8 C7 120.80(17) . . ? C9 C8 C7 120.49(16) . . ? C10 C9 C8 120.65(17) 3_756 . ? C9 C10 C8 120.65(17) 3_756 . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.283 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.054 #===END