Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' #------------------------------------------------------------------ _journal_coden_Cambridge 0222 #------------------------------------------------------------------ _audit_creation_date 2005-04-01 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _publ_contact_author_name 'Prof Rabindranath Mukherjee' _publ_contact_author_address ; Department of Chemistry Indian Institute of Technology Kanpur Kanpur 208016 INDIA ; _publ_contact_author_email RNM@IITK.AC.IN _publ_section_title ; Structure and properties of bivalent nickel and copper complexes with pyrazine-amide-thioether coordination: Stabilization of trivalent nickel ; loop_ _publ_author_name 'R. Mukherjee' 'Akhilesh Singh' data_3junbm _database_code_depnum_ccdc_archive 'CCDC 267708' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H22 N6 Ni O3 S2' _chemical_formula_sum 'C25 H22 N6 Ni O3 S2' _chemical_formula_weight 577.32 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.937(7) _cell_length_b 10.803(8) _cell_length_c 14.305(11) _cell_angle_alpha 106.821(13) _cell_angle_beta 100.367(14) _cell_angle_gamma 98.199(13) _cell_volume 1272.4(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.1 _cell_measurement_theta_max 28.3 _exptl_crystal_description Block _exptl_crystal_colour Brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 0.967 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7602 _exptl_absorpt_correction_T_max 0.8301 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7450 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.1184 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5726 _reflns_number_gt 3649 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT PLUS' _computing_structure_solution 'SIR97(Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0678P)^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 5726 _refine_ls_number_parameters 336 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1180 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1400 _refine_ls_wR_factor_gt 0.1229 _refine_ls_goodness_of_fit_ref 0.952 _refine_ls_restrained_S_all 0.952 _refine_ls_shift/su_max 0.007 _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 Ni Ni 0.30330(5) 0.32927(4) 0.71648(3) 0.03227(16) Uani 1 1 d . . . S1 S 0.10056(10) 0.31574(9) 0.80536(7) 0.0381(2) Uani 1 1 d . . . S2 S 0.35486(10) 0.12707(8) 0.73945(7) 0.0351(2) Uani 1 1 d . . . O1 O 0.0728(3) 0.2132(4) 0.4191(2) 0.0746(10) Uani 1 1 d . . . O2 O 0.6583(3) 0.6179(3) 0.9168(2) 0.0561(8) Uani 1 1 d . . . O1S O 0.1254(11) 0.2414(16) 0.1830(6) 0.389(10) Uani 1 1 d . . . H1S H 0.1432 0.3107 0.1680 0.583 Uiso 1 1 calc R . . N1 N 0.4273(3) 0.3269(3) 0.6050(2) 0.0390(7) Uani 1 1 d . . . N2 N 0.5419(5) 0.3413(4) 0.4387(3) 0.0725(12) Uani 1 1 d . . . N3 N 0.1283(3) 0.2479(3) 0.5921(2) 0.0344(7) Uani 1 1 d . . . N4 N 0.4901(3) 0.4137(3) 0.8349(2) 0.0344(7) Uani 1 1 d . . . N5 N 0.3383(4) 0.7984(3) 0.7849(3) 0.0584(10) Uani 1 1 d . . . N6 N 0.3002(3) 0.5264(3) 0.7348(2) 0.0370(7) Uani 1 1 d . . . C1 C 0.5793(5) 0.3646(4) 0.6126(3) 0.0497(10) Uani 1 1 d . . . H1 H 0.6507 0.3873 0.6757 0.060 Uiso 1 1 calc R . . C2 C 0.6334(5) 0.3708(5) 0.5283(4) 0.0643(13) Uani 1 1 d . . . H2 H 0.7421 0.3979 0.5360 0.077 Uiso 1 1 calc R . . C3 C 0.3896(5) 0.3010(5) 0.4313(3) 0.0627(12) Uani 1 1 d . . . H3 H 0.3191 0.2768 0.3677 0.075 Uiso 1 1 calc R . . C4 C 0.3322(4) 0.2939(4) 0.5143(3) 0.0431(9) Uani 1 1 d . . . C5 C 0.1602(4) 0.2471(4) 0.5040(3) 0.0462(10) Uani 1 1 d . . . C6 C -0.0195(4) 0.1931(3) 0.5998(3) 0.0351(8) Uani 1 1 d . . . C7 C -0.1400(4) 0.1096(4) 0.5187(3) 0.0438(9) Uani 1 1 d . . . H7 H -0.1275 0.0935 0.4520 0.053 Uiso 1 1 calc R . . C8 C -0.2767(4) 0.0508(4) 0.5355(3) 0.0496(10) Uani 1 1 d . . . H8 H -0.3562 -0.0057 0.4799 0.059 Uiso 1 1 calc R . . C9 C -0.2995(4) 0.0728(4) 0.6315(3) 0.0505(11) Uani 1 1 d . . . H9 H -0.3931 0.0306 0.6416 0.061 Uiso 1 1 calc R . . C10 C -0.1855(4) 0.1564(4) 0.7126(3) 0.0441(9) Uani 1 1 d . . . H10 H -0.2021 0.1740 0.7785 0.053 Uiso 1 1 calc R . . C11 C -0.0458(4) 0.2152(3) 0.6979(3) 0.0352(8) Uani 1 1 d . . . C12 C 0.1509(4) 0.1937(4) 0.8632(3) 0.0433(10) Uani 1 1 d . . . H12A H 0.2376 0.2375 0.9230 0.052 Uiso 1 1 calc R . . H12B H 0.0605 0.1596 0.8863 0.052 Uiso 1 1 calc R . . C13 C 0.1978(4) 0.0788(4) 0.7945(3) 0.0407(9) Uani 1 1 d . . . H13A H 0.1062 0.0271 0.7398 0.049 Uiso 1 1 calc R . . H13B H 0.2300 0.0203 0.8330 0.049 Uiso 1 1 calc R . . C14 C 0.5150(4) 0.1990(3) 0.8452(3) 0.0324(8) Uani 1 1 d . . . C15 C 0.5871(4) 0.1168(4) 0.8885(3) 0.0447(9) Uani 1 1 d . . . H15 H 0.5449 0.0244 0.8643 0.054 Uiso 1 1 calc R . . C16 C 0.7183(5) 0.1660(4) 0.9657(3) 0.0542(11) Uani 1 1 d . . . H16 H 0.7659 0.1089 0.9953 0.065 Uiso 1 1 calc R . . C17 C 0.7796(5) 0.3007(4) 0.9994(3) 0.0527(11) Uani 1 1 d . . . H17 H 0.8714 0.3358 1.0517 0.063 Uiso 1 1 calc R . . C18 C 0.7084(4) 0.3849(4) 0.9577(3) 0.0459(10) Uani 1 1 d . . . H18 H 0.7521 0.4770 0.9823 0.055 Uiso 1 1 calc R . . C19 C 0.5736(4) 0.3370(3) 0.8801(3) 0.0330(8) Uani 1 1 d . . . C20 C 0.5374(4) 0.5443(3) 0.8587(3) 0.0379(8) Uani 1 1 d . . . C21 C 0.4218(4) 0.6055(3) 0.8046(3) 0.0396(9) Uani 1 1 d . . . C22 C 0.4401(5) 0.7416(4) 0.8292(3) 0.0506(10) Uani 1 1 d . . . H22 H 0.5282 0.7963 0.8793 0.061 Uiso 1 1 calc R . . C23 C 0.2189(5) 0.7186(4) 0.7166(3) 0.0552(11) Uani 1 1 d . . . H23 H 0.1434 0.7555 0.6841 0.066 Uiso 1 1 calc R . . C24 C 0.1984(5) 0.5824(4) 0.6899(3) 0.0492(10) Uani 1 1 d . . . H24 H 0.1108 0.5282 0.6391 0.059 Uiso 1 1 calc R . . C1S C 0.1298(14) 0.1453(7) 0.1119(12) 0.306(11) Uani 1 1 d . . . H1S1 H 0.1751 0.1763 0.0632 0.459 Uiso 1 1 calc R . . H1S2 H 0.0241 0.0937 0.0794 0.459 Uiso 1 1 calc R . . H1S3 H 0.1936 0.0897 0.1367 0.459 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 Ni 0.0311(2) 0.0276(3) 0.0330(3) 0.0078(2) 0.00314(18) -0.00026(19) S1 0.0357(5) 0.0348(5) 0.0336(5) 0.0002(4) 0.0054(4) 0.0008(4) S2 0.0362(5) 0.0271(5) 0.0359(5) 0.0065(4) 0.0043(4) 0.0009(4) O1 0.0581(18) 0.122(3) 0.0382(16) 0.031(2) -0.0001(14) 0.0046(19) O2 0.0536(16) 0.0346(15) 0.0601(18) 0.0107(14) -0.0133(14) -0.0099(13) O1S 0.135(7) 0.90(3) 0.144(7) 0.174(13) 0.064(6) 0.089(14) N1 0.0391(16) 0.0337(17) 0.0480(19) 0.0168(16) 0.0154(15) 0.0059(14) N2 0.070(3) 0.090(3) 0.067(3) 0.032(3) 0.033(2) 0.008(2) N3 0.0322(15) 0.0344(17) 0.0323(15) 0.0089(14) 0.0039(12) 0.0022(13) N4 0.0346(15) 0.0254(15) 0.0359(16) 0.0058(13) 0.0018(13) 0.0003(13) N5 0.069(2) 0.0341(19) 0.073(3) 0.022(2) 0.009(2) 0.0139(18) N6 0.0373(16) 0.0289(16) 0.0441(17) 0.0130(15) 0.0077(14) 0.0045(14) C1 0.045(2) 0.047(2) 0.063(3) 0.027(2) 0.016(2) 0.0074(19) C2 0.055(3) 0.067(3) 0.084(4) 0.033(3) 0.033(3) 0.013(2) C3 0.067(3) 0.074(3) 0.046(3) 0.021(2) 0.016(2) 0.005(3) C4 0.049(2) 0.040(2) 0.042(2) 0.0160(19) 0.0144(18) 0.0065(18) C5 0.047(2) 0.053(3) 0.038(2) 0.015(2) 0.0079(18) 0.008(2) C6 0.0319(17) 0.0311(19) 0.0352(19) 0.0039(17) 0.0021(15) 0.0061(16) C7 0.039(2) 0.045(2) 0.036(2) 0.0027(18) -0.0006(16) 0.0057(18) C8 0.036(2) 0.044(2) 0.050(2) 0.001(2) -0.0039(18) 0.0009(18) C9 0.0280(18) 0.054(3) 0.057(3) 0.007(2) 0.0060(18) -0.0010(18) C10 0.0326(19) 0.049(2) 0.045(2) 0.008(2) 0.0104(17) 0.0042(18) C11 0.0303(17) 0.034(2) 0.0344(18) 0.0027(16) 0.0045(15) 0.0046(16) C12 0.0375(19) 0.050(2) 0.0335(19) 0.0119(19) 0.0021(16) -0.0064(18) C13 0.0376(19) 0.035(2) 0.045(2) 0.0153(18) 0.0028(17) -0.0063(17) C14 0.0328(18) 0.0281(18) 0.0351(18) 0.0089(16) 0.0062(15) 0.0070(15) C15 0.046(2) 0.037(2) 0.053(2) 0.019(2) 0.0108(19) 0.0079(18) C16 0.057(3) 0.057(3) 0.055(3) 0.030(2) 0.005(2) 0.020(2) C17 0.046(2) 0.057(3) 0.046(2) 0.013(2) -0.0045(19) 0.008(2) C18 0.043(2) 0.042(2) 0.041(2) 0.0058(19) -0.0012(17) 0.0008(19) C19 0.0350(18) 0.0309(19) 0.0318(17) 0.0092(16) 0.0063(15) 0.0068(16) C20 0.040(2) 0.0286(19) 0.041(2) 0.0102(17) 0.0059(17) 0.0023(16) C21 0.045(2) 0.0262(19) 0.043(2) 0.0078(17) 0.0107(17) 0.0012(17) C22 0.058(2) 0.031(2) 0.057(3) 0.012(2) 0.007(2) 0.0017(19) C23 0.058(3) 0.045(3) 0.070(3) 0.026(2) 0.012(2) 0.021(2) C24 0.045(2) 0.044(2) 0.059(3) 0.021(2) 0.007(2) 0.008(2) C1S 0.172(11) 0.046(5) 0.54(3) 0.021(9) -0.158(14) -0.031(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni N3 2.021(3) . ? Ni N4 2.036(3) . ? Ni N6 2.074(3) . ? Ni N1 2.096(3) . ? Ni S2 2.3958(19) . ? Ni S1 2.4046(17) . ? S1 C11 1.777(3) . ? S1 C12 1.814(4) . ? S2 C14 1.779(4) . ? S2 C13 1.814(3) . ? O1 C5 1.241(5) . ? O2 C20 1.242(4) . ? O1S C1S 1.237(15) . ? N1 C4 1.334(5) . ? N1 C1 1.337(5) . ? N2 C2 1.314(6) . ? N2 C3 1.343(5) . ? N3 C5 1.340(4) . ? N3 C6 1.405(4) . ? N4 C20 1.336(4) . ? N4 C19 1.405(4) . ? N5 C23 1.308(5) . ? N5 C22 1.335(5) . ? N6 C21 1.326(4) . ? N6 C24 1.333(5) . ? C1 C2 1.392(6) . ? C3 C4 1.392(5) . ? C4 C5 1.515(5) . ? C6 C7 1.409(5) . ? C6 C11 1.421(5) . ? C7 C8 1.388(5) . ? C8 C9 1.382(6) . ? C9 C10 1.380(5) . ? C10 C11 1.397(5) . ? C12 C13 1.508(5) . ? C14 C15 1.388(5) . ? C14 C19 1.413(5) . ? C15 C16 1.376(5) . ? C16 C17 1.386(6) . ? C17 C18 1.390(5) . ? C18 C19 1.400(5) . ? C20 C21 1.518(5) . ? C21 C22 1.387(5) . ? C23 C24 1.385(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ni N4 175.71(11) . . ? N3 Ni N6 98.17(12) . . ? N4 Ni N6 81.08(12) . . ? N3 Ni N1 79.83(13) . . ? N4 Ni N1 95.92(13) . . ? N6 Ni N1 88.88(11) . . ? N3 Ni S2 97.31(9) . . ? N4 Ni S2 83.66(9) . . ? N6 Ni S2 164.32(9) . . ? N1 Ni S2 96.30(9) . . ? N3 Ni S1 84.50(10) . . ? N4 Ni S1 99.72(10) . . ? N6 Ni S1 90.67(8) . . ? N1 Ni S1 164.09(9) . . ? S2 Ni S1 88.34(4) . . ? C11 S1 C12 100.94(18) . . ? C11 S1 Ni 95.35(13) . . ? C12 S1 Ni 100.37(13) . . ? C14 S2 C13 103.06(17) . . ? C14 S2 Ni 97.09(12) . . ? C13 S2 Ni 102.14(13) . . ? C4 N1 C1 117.5(3) . . ? C4 N1 Ni 111.6(2) . . ? C1 N1 Ni 130.5(3) . . ? C2 N2 C3 116.0(4) . . ? C5 N3 C6 122.4(3) . . ? C5 N3 Ni 117.5(2) . . ? C6 N3 Ni 120.1(2) . . ? C20 N4 C19 122.6(3) . . ? C20 N4 Ni 115.4(2) . . ? C19 N4 Ni 121.6(2) . . ? C23 N5 C22 116.4(4) . . ? C21 N6 C24 117.8(3) . . ? C21 N6 Ni 111.3(2) . . ? C24 N6 Ni 131.0(3) . . ? N1 C1 C2 120.2(4) . . ? N2 C2 C1 123.4(4) . . ? N2 C3 C4 121.9(4) . . ? N1 C4 C3 121.0(4) . . ? N1 C4 C5 118.1(3) . . ? C3 C4 C5 120.9(4) . . ? O1 C5 N3 130.3(4) . . ? O1 C5 C4 117.9(3) . . ? N3 C5 C4 111.8(3) . . ? N3 C6 C7 125.2(3) . . ? N3 C6 C11 117.4(3) . . ? C7 C6 C11 117.1(3) . . ? C8 C7 C6 120.6(4) . . ? C9 C8 C7 121.3(4) . . ? C10 C9 C8 119.7(3) . . ? C9 C10 C11 120.1(3) . . ? C10 C11 C6 121.1(3) . . ? C10 C11 S1 118.3(3) . . ? C6 C11 S1 120.6(2) . . ? C13 C12 S1 114.0(3) . . ? C12 C13 S2 113.8(2) . . ? C15 C14 C19 120.8(3) . . ? C15 C14 S2 118.9(3) . . ? C19 C14 S2 120.2(3) . . ? C16 C15 C14 121.4(4) . . ? C15 C16 C17 118.6(4) . . ? C16 C17 C18 120.8(4) . . ? C17 C18 C19 121.4(4) . . ? C18 C19 N4 125.9(3) . . ? C18 C19 C14 116.9(3) . . ? N4 C19 C14 117.2(3) . . ? O2 C20 N4 129.2(3) . . ? O2 C20 C21 118.3(3) . . ? N4 C20 C21 112.4(3) . . ? N6 C21 C22 120.3(4) . . ? N6 C21 C20 118.8(3) . . ? C22 C21 C20 120.9(4) . . ? N5 C22 C21 122.3(4) . . ? N5 C23 C24 122.5(4) . . ? N6 C24 C23 120.7(4) . . ? _diffrn_measured_fraction_theta_max 0.905 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.905 _refine_diff_density_max 1.040 _refine_diff_density_min -0.810 _refine_diff_density_rms 0.154 #===END data_21aprcm _database_code_depnum_ccdc_archive 'CCDC 267709' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H20 Cl2 Cu N6 O2 S2' _chemical_formula_sum 'C25 H20 Cl2 Cu N6 O2 S2' _chemical_formula_weight 635.03 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' Cu Cu 0.3201 1.2651 '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 Orthorhombic _symmetry_space_group_name_H-M Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.243(5) _cell_length_b 13.823(5) _cell_length_c 16.083(5) _cell_angle_alpha 90.0 _cell_angle_beta 90.0 _cell_angle_gamma 90.0 _cell_volume 2499.5(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Cube _exptl_crystal_colour Green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1292 _exptl_absorpt_coefficient_mu 1.293 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7819 _exptl_absorpt_correction_T_max 0.7819 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15686 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0304 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 28.30 _reflns_number_total 3088 _reflns_number_gt 2680 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT PLUS' _computing_structure_solution 'SIR97(Altomare, et. al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0523P)^2^+1.6985P] 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 3088 _refine_ls_number_parameters 177 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0928 _refine_ls_wR_factor_gt 0.0894 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.028 _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 Cu Cu 0.2500 0.0000 0.33981(2) 0.01211(11) Uani 1 2 d S . . Cl1 Cl 0.63904(5) -0.32374(5) 0.18479(4) 0.02961(15) Uani 1 1 d . . . S1 S 0.13020(4) 0.07887(4) 0.45129(3) 0.01398(12) Uani 1 1 d . . . O1 O 0.54135(13) 0.16846(11) 0.32218(9) 0.0199(3) Uani 1 1 d . . . N1 N 0.38291(14) -0.03347(12) 0.24543(10) 0.0142(3) Uani 1 1 d . . . N2 N 0.57664(17) -0.03690(15) 0.13714(12) 0.0239(4) Uani 1 1 d . . . N3 N 0.34534(14) 0.11987(12) 0.34518(10) 0.0124(3) Uani 1 1 d . . . C1 C 0.39539(18) -0.10330(15) 0.18931(13) 0.0185(4) Uani 1 1 d . . . H1 H 0.3390 -0.1524 0.1864 0.022 Uiso 1 1 calc R . . C2 C 0.4919(2) -0.10406(16) 0.13464(14) 0.0215(5) Uani 1 1 d . . . H2 H 0.4972 -0.1531 0.0952 0.026 Uiso 1 1 calc R . . C3 C 0.56454(19) 0.03115(16) 0.19521(13) 0.0192(4) Uani 1 1 d . . . H3 H 0.6230 0.0784 0.1999 0.023 Uiso 1 1 calc R . . C4 C 0.46775(17) 0.03422(14) 0.24907(12) 0.0134(4) Uani 1 1 d . . . C5 C 0.45431(17) 0.11562(15) 0.31038(12) 0.0144(4) Uani 1 1 d . . . C6 C 0.31467(17) 0.19693(14) 0.39899(12) 0.0127(4) Uani 1 1 d . . . C7 C 0.37348(17) 0.28709(14) 0.39952(12) 0.0149(4) Uani 1 1 d . . . H7 H 0.4373 0.2974 0.3638 0.018 Uiso 1 1 calc R . . C8 C 0.33760(18) 0.36035(15) 0.45247(13) 0.0170(4) Uani 1 1 d . . . H8 H 0.3781 0.4190 0.4519 0.020 Uiso 1 1 calc R . . C9 C 0.24200(19) 0.34807(15) 0.50668(13) 0.0175(4) Uani 1 1 d . . . H9 H 0.2189 0.3976 0.5423 0.021 Uiso 1 1 calc R . . C10 C 0.18222(18) 0.26067(14) 0.50632(12) 0.0152(4) Uani 1 1 d . . . H10 H 0.1182 0.2514 0.5420 0.018 Uiso 1 1 calc R . . C11 C 0.21679(17) 0.18626(14) 0.45310(12) 0.0123(4) Uani 1 1 d . . . C12 C 0.18404(18) 0.01165(14) 0.54086(12) 0.0147(4) Uani 1 1 d . . . H12A H 0.1661 0.0486 0.5906 0.018 Uiso 1 1 calc R . . H12B H 0.1401 -0.0486 0.5443 0.018 Uiso 1 1 calc R . . C1SA C 0.71610(16) -0.2319(2) 0.22761(18) 0.0216(10) Uani 0.50 1 d PD . . H1S H 0.7201 -0.1870 0.1813 0.050 Uiso 0.50 1 d PD . . H2S H 0.7931 -0.2632 0.2315 0.050 Uiso 0.50 1 d PD . . 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 Cu 0.01081(18) 0.01277(18) 0.01277(18) 0.000 0.000 -0.00014(12) Cl1 0.0297(3) 0.0355(3) 0.0237(3) -0.0083(2) 0.0077(2) -0.0055(2) S1 0.0120(2) 0.0132(2) 0.0168(2) 0.00053(18) -0.00160(17) -0.00174(17) O1 0.0140(7) 0.0218(8) 0.0238(8) -0.0054(6) 0.0018(6) -0.0037(6) N1 0.0115(8) 0.0157(8) 0.0156(8) 0.0020(7) -0.0025(6) 0.0016(6) N2 0.0225(10) 0.0282(10) 0.0210(9) -0.0042(8) 0.0046(8) 0.0017(8) N3 0.0118(8) 0.0134(8) 0.0120(8) 0.0001(6) 0.0011(6) 0.0017(6) C1 0.0152(10) 0.0179(10) 0.0223(11) -0.0012(8) -0.0065(8) 0.0004(8) C2 0.0231(11) 0.0227(11) 0.0185(10) -0.0069(9) -0.0037(8) 0.0046(9) C3 0.0158(10) 0.0201(10) 0.0217(11) -0.0018(9) 0.0042(8) -0.0019(8) C4 0.0129(9) 0.0147(9) 0.0126(9) 0.0025(7) 0.0000(7) 0.0018(7) C5 0.0143(9) 0.0176(10) 0.0112(9) 0.0020(7) -0.0008(7) 0.0012(7) C6 0.0115(9) 0.0126(9) 0.0140(9) 0.0011(7) -0.0026(7) 0.0013(7) C7 0.0124(9) 0.0158(9) 0.0166(10) 0.0031(8) -0.0001(7) -0.0007(7) C8 0.0161(10) 0.0132(10) 0.0217(10) 0.0004(8) -0.0051(8) -0.0021(7) C9 0.0206(10) 0.0160(10) 0.0159(10) -0.0043(8) -0.0030(8) 0.0031(8) C10 0.0138(9) 0.0180(10) 0.0137(9) 0.0001(8) 0.0006(7) 0.0021(8) C11 0.0120(9) 0.0120(9) 0.0129(9) 0.0010(7) -0.0012(7) -0.0011(7) C12 0.0152(10) 0.0149(10) 0.0141(9) 0.0019(7) 0.0024(7) -0.0016(7) C1SA 0.0177(19) 0.017(3) 0.031(3) -0.0076(17) 0.0026(16) -0.0012(16) _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 Cu N3 1.9754(18) 2 ? Cu N3 1.9754(18) . ? Cu N1 2.1797(18) 2 ? Cu N1 2.1797(18) . ? Cu S1 2.4934(8) 2 ? Cu S1 2.4934(8) . ? Cl1 C1SA 1.684(4) . ? Cl1 C1SA 1.824(3) 3_545 ? S1 C11 1.776(2) . ? S1 C12 1.818(2) . ? O1 C5 1.236(3) . ? N1 C1 1.329(3) . ? N1 C4 1.337(3) . ? N2 C2 1.331(3) . ? N2 C3 1.333(3) . ? N3 C5 1.348(3) . ? N3 C6 1.415(2) . ? C1 C2 1.397(3) . ? C3 C4 1.391(3) . ? C4 C5 1.504(3) . ? C6 C11 1.411(3) . ? C6 C7 1.411(3) . ? C7 C8 1.383(3) . ? C8 C9 1.394(3) . ? C9 C10 1.382(3) . ? C10 C11 1.393(3) . ? C12 C12 1.518(4) 2 ? C1SA C1SA 0.877(2) 3_545 ? C1SA Cl1 1.824(3) 3_545 ? 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 N3 Cu N3 174.99(9) 2 . ? N3 Cu N1 80.59(7) 2 2 ? N3 Cu N1 102.97(7) . 2 ? N3 Cu N1 102.97(7) 2 . ? N3 Cu N1 80.59(7) . . ? N1 Cu N1 91.73(9) 2 . ? N3 Cu S1 83.97(5) 2 2 ? N3 Cu S1 92.42(5) . 2 ? N1 Cu S1 164.55(5) 2 2 ? N1 Cu S1 92.16(5) . 2 ? N3 Cu S1 92.42(5) 2 . ? N3 Cu S1 83.97(5) . . ? N1 Cu S1 92.16(5) 2 . ? N1 Cu S1 164.55(5) . . ? S1 Cu S1 88.05(3) 2 . ? C1SA Cl1 C1SA 28.60(6) . 3_545 ? C11 S1 C12 103.40(9) . . ? C11 S1 Cu 94.66(7) . . ? C12 S1 Cu 99.58(7) . . ? C1 N1 C4 117.55(18) . . ? C1 N1 Cu 134.38(14) . . ? C4 N1 Cu 108.06(13) . . ? C2 N2 C3 116.14(19) . . ? C5 N3 C6 120.54(17) . . ? C5 N3 Cu 116.00(14) . . ? C6 N3 Cu 121.73(13) . . ? N1 C1 C2 121.0(2) . . ? N2 C2 C1 122.1(2) . . ? N2 C3 C4 122.5(2) . . ? N1 C4 C3 120.61(19) . . ? N1 C4 C5 118.71(17) . . ? C3 C4 C5 120.64(18) . . ? O1 C5 N3 129.06(19) . . ? O1 C5 C4 117.60(18) . . ? N3 C5 C4 113.34(17) . . ? C11 C6 C7 117.01(18) . . ? C11 C6 N3 119.26(17) . . ? C7 C6 N3 123.67(18) . . ? C8 C7 C6 120.92(19) . . ? C7 C8 C9 121.37(19) . . ? C10 C9 C8 118.59(19) . . ? C9 C10 C11 120.80(19) . . ? C10 C11 C6 121.29(18) . . ? C10 C11 S1 118.32(15) . . ? C6 C11 S1 120.33(15) . . ? C12 C12 S1 115.71(10) 2 . ? C1SA C1SA Cl1 84.6(5) 3_545 . ? C1SA C1SA Cl1 66.8(5) 3_545 3_545 ? Cl1 C1SA Cl1 112.92(10) . 3_545 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.743 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.089 #===END