# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Armando J L Pombeiro' _publ_contact_author_email POMBEIRO@IST.UTL.PT _publ_section_title ; Synthesis of mono- and bis-tetrazolato complexes of Ni(II), Pt(II) and Cu(II) via 1,3-dipolar cycloadditions of 2-cyanopyridines with metal ligated azides in N,N,O-aminoiminophenolato complexes ; loop_ _publ_author_name 'Armando J L Pombeiro' 'Adilia Charmier' 'M Fatima C Guedes da Silva' 'Suman Mukhopadhyay' ; B.G.Mukhopadhyay ; # Attachment 'compound_1.cif' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 718789' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H17 Cl N2 Ni O3' _chemical_formula_sum 'C11 H17 Cl N2 Ni O3' _chemical_formula_weight 319.43 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' Cl Cl 0.1484 0.1585 '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 orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 8.7377(6) _cell_length_b 7.5851(6) _cell_length_c 20.5730(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1363.50(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2611 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 28.02 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 1.620 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6042 _exptl_absorpt_correction_T_max 0.7070 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 5615 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0291 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 25.35 _reflns_number_total 1337 _reflns_number_gt 1174 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0055P)^2^+9.7269P] 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 1337 _refine_ls_number_parameters 115 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0529 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1049 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _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 C1A C 0.8158(10) 0.1563(13) 0.1689(4) 0.022(2) Uani 0.50 1 d P . 1 C2 C 0.9231(7) 0.2500 0.1228(3) 0.0236(15) Uani 1 2 d SD . 1 C3 C 0.9419(7) 0.2500 0.0076(3) 0.0206(14) Uani 1 2 d S . 1 H3 H 1.0489 0.2500 0.0157 0.025 Uiso 1 2 calc S A 1 C4 C 0.8925(7) 0.2500 -0.0604(3) 0.0174(13) Uani 1 2 d S . 1 C5 C 1.0062(8) 0.2500 -0.1072(3) 0.0247(15) Uani 1 2 d S . 1 H5 H 1.1101 0.2500 -0.0935 0.030 Uiso 1 2 calc S B 1 C6 C 0.9749(8) 0.2500 -0.1725(3) 0.0265(16) Uani 1 2 d S . 1 H6 H 1.0556 0.2500 -0.2035 0.032 Uiso 1 2 calc S C 1 C7 C 0.8242(8) 0.2500 -0.1924(3) 0.0266(16) Uani 1 2 d S . 1 H7 H 0.8003 0.2500 -0.2375 0.032 Uiso 1 2 calc S D 1 C8 C 0.7086(7) 0.2500 -0.1472(3) 0.0213(15) Uani 1 2 d S . 1 H8 H 0.6057 0.2500 -0.1620 0.026 Uiso 1 2 calc S E 1 C9 C 0.7364(8) 0.2500 -0.0799(3) 0.0183(14) Uani 1 2 d S . 1 N1 N 0.6589(6) 0.2500 0.1640(3) 0.0281(14) Uani 1 2 d S . 1 N2 N 0.8527(6) 0.2500 0.0574(2) 0.0160(11) Uani 1 2 d S . 1 O1 O 0.6189(5) 0.2500 -0.03937(19) 0.0152(9) Uani 1 2 d S . 1 O2 O 0.6255(3) 0.5266(4) 0.05838(14) 0.0190(7) Uani 1 1 d . . 1 Cl1 Cl 0.34661(17) 0.2500 0.06980(7) 0.0207(4) Uani 1 2 d S . 1 Ni1 Ni 0.62293(9) 0.2500 0.05989(4) 0.0138(2) Uani 1 2 d S . 1 C11B C 0.6487(15) 0.0987(14) 0.1958(5) 0.028(2) Uani 0.50 1 d P . 2 H11A H 0.6576 0.0006 0.1651 0.041 Uiso 0.50 1 calc PR . 2 H11B H 0.5497 0.0923 0.2181 0.041 Uiso 0.50 1 calc PR . 2 H11C H 0.7314 0.0914 0.2279 0.041 Uiso 0.50 1 calc PR . 2 C11A C 0.5504(13) 0.1060(16) 0.1953(4) 0.026(2) Uani 0.50 1 d P . 1 H11D H 0.4546 0.0999 0.1707 0.039 Uiso 0.50 1 calc PR . 1 H11E H 0.5283 0.1381 0.2405 0.039 Uiso 0.50 1 calc PR . 1 H11F H 0.6013 -0.0091 0.1942 0.039 Uiso 0.50 1 calc PR . 1 H2B H 0.5447 0.5921 0.0615 0.031 Uiso 1 1 d . . . H2A H 0.6607 0.5770 0.0225 0.031 Uiso 1 1 d . . . H2 H 0.9976 0.1550 0.1275 0.031 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1A 0.020(5) 0.031(5) 0.016(4) -0.002(4) -0.003(4) 0.007(4) C2 0.018(3) 0.036(4) 0.017(3) 0.000 -0.008(3) 0.000 C3 0.013(3) 0.025(4) 0.024(3) 0.000 -0.003(3) 0.000 C4 0.014(3) 0.018(3) 0.020(3) 0.000 0.001(3) 0.000 C5 0.022(4) 0.030(4) 0.022(3) 0.000 0.000(3) 0.000 C6 0.022(4) 0.036(4) 0.021(3) 0.000 0.007(3) 0.000 C7 0.031(4) 0.032(4) 0.016(3) 0.000 0.001(3) 0.000 C8 0.016(3) 0.030(4) 0.018(3) 0.000 -0.004(3) 0.000 C9 0.022(3) 0.019(3) 0.014(3) 0.000 0.001(3) 0.000 N1 0.019(3) 0.048(4) 0.018(3) 0.000 -0.004(2) 0.000 N2 0.012(2) 0.019(3) 0.017(2) 0.000 -0.002(2) 0.000 O1 0.010(2) 0.022(2) 0.0143(19) 0.000 -0.0010(17) 0.000 O2 0.0167(15) 0.0177(16) 0.0225(15) 0.0028(13) -0.0018(13) -0.0005(14) Cl1 0.0151(8) 0.0283(9) 0.0187(7) 0.000 0.0008(6) 0.000 Ni1 0.0121(4) 0.0162(4) 0.0131(4) 0.000 -0.0010(3) 0.000 C11B 0.041(7) 0.022(5) 0.019(5) 0.007(4) -0.006(5) -0.011(6) C11A 0.028(6) 0.037(6) 0.012(4) 0.009(4) -0.001(4) -0.004(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1A C1A 1.42(2) 8_565 ? C1A C2 1.511(11) . ? C1A N1 1.548(10) . ? C2 C1A 1.511(11) 8_565 ? C2 H2 0.976 . ? C3 N2 1.286(8) . ? C3 C4 1.464(9) . ? C3 H3 0.9500 . ? C4 C5 1.384(9) . ? C4 C9 1.423(9) . ? C5 C6 1.372(9) . ? C5 H5 0.9500 . ? C6 C7 1.379(10) . ? C6 H6 0.9500 . ? C7 C8 1.374(9) . ? C7 H7 0.9500 . ? C8 C9 1.405(8) . ? C8 H8 0.9500 . ? C9 O1 1.322(7) . ? N1 C11B 1.324(10) . ? N1 C1A 1.548(10) 8_565 ? N1 C11A 1.583(11) 8_565 ? N1 C11A 1.583(11) . ? N1 Ni1 2.164(5) . ? N2 C2 1.481(7) . ? N2 Ni1 2.009(5) . ? O1 Ni1 2.042(4) . ? O2 Ni1 2.098(3) . ? O2 H2B 0.866 . ? O2 H2A 0.886 . ? Cl1 Ni1 2.4230(17) . ? Ni1 O2 2.098(3) 8_565 ? C11B H11A 0.9800 . ? C11B H11B 0.9800 . ? C11B H11C 0.9800 . ? C11A H11D 0.9800 . ? C11A H11E 0.9800 . ? C11A H11F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A C1A C2 61.9(4) 8_565 . ? C1A C1A N1 62.7(4) 8_565 . ? C2 C1A N1 107.0(6) . . ? N2 C3 C4 125.6(6) . . ? N2 C3 H3 117.2 . . ? C4 C3 H3 117.2 . . ? C5 C4 C9 119.5(6) . . ? C5 C4 C3 117.0(6) . . ? C9 C4 C3 123.5(5) . . ? C6 C5 C4 122.6(6) . . ? C6 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? C5 C6 C7 118.8(6) . . ? C5 C6 H6 120.6 . . ? C7 C6 H6 120.6 . . ? C8 C7 C6 120.0(6) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C9 122.8(6) . . ? C7 C8 H8 118.6 . . ? C9 C8 H8 118.6 . . ? O1 C9 C8 119.2(6) . . ? O1 C9 C4 124.5(5) . . ? C8 C9 C4 116.3(6) . . ? C11B N1 C1A 68.2(7) . . ? C11B N1 C1A 115.1(8) . 8_565 ? C1A N1 C1A 54.7(8) . 8_565 ? C11B N1 C11A 110.8(7) . 8_565 ? C1A N1 C11A 145.1(6) . 8_565 ? C1A N1 C11A 100.7(6) 8_565 8_565 ? C1A N1 C11A 100.7(6) . . ? C1A N1 C11A 145.1(6) 8_565 . ? C11A N1 C11A 87.2(9) 8_565 . ? C11B N1 Ni1 118.7(5) . . ? C1A N1 Ni1 101.2(4) . . ? C1A N1 Ni1 101.2(4) 8_565 . ? C11A N1 Ni1 108.4(4) 8_565 . ? C11A N1 Ni1 108.4(4) . . ? C3 N2 C2 118.2(5) . . ? C3 N2 Ni1 128.8(4) . . ? C2 N2 Ni1 113.0(4) . . ? C9 O1 Ni1 128.1(4) . . ? Ni1 O2 H2B 124.3 . . ? Ni1 O2 H2A 116.6 . . ? H2B O2 H2A 95.6 . . ? N2 Ni1 O1 89.49(19) . . ? N2 Ni1 O2 89.37(8) . . ? O1 Ni1 O2 89.16(8) . . ? N2 Ni1 O2 89.37(8) . 8_565 ? O1 Ni1 O2 89.16(8) . 8_565 ? O2 Ni1 O2 177.91(17) . 8_565 ? N2 Ni1 N1 83.1(2) . . ? O1 Ni1 N1 172.63(19) . . ? O2 Ni1 N1 90.75(8) . . ? O2 Ni1 N1 90.75(8) 8_565 . ? N2 Ni1 Cl1 176.65(15) . . ? O1 Ni1 Cl1 93.85(12) . . ? O2 Ni1 Cl1 90.68(8) . . ? O2 Ni1 Cl1 90.68(8) 8_565 . ? N1 Ni1 Cl1 93.52(16) . . ? N2 C2 C1A 108.2(5) . . ? N2 C2 C1A 108.2(5) . 8_565 ? C1A C2 C1A 56.2(8) . 8_565 ? N2 C2 H2 111.5 . . ? C1A C2 H2 90.3(4) . . ? C1A C2 H2 134.4(6) 8_565 . ? N1 C11B H11A 109.5 . . ? N1 C11B H11B 109.5 . . ? H11A C11B H11B 109.5 . . ? N1 C11B H11C 109.5 . . ? H11A C11B H11C 109.5 . . ? H11B C11B H11C 109.5 . . ? N1 C11A H11D 109.5 . . ? N1 C11A H11E 109.5 . . ? H11D C11A H11E 109.5 . . ? N1 C11A H11F 109.5 . . ? H11D C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.549 _refine_diff_density_min -0.553 _refine_diff_density_rms 0.122 #===END data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 718790' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H15 N5 Ni O' _chemical_formula_sum 'C11 H15 N5 Ni O' _chemical_formula_weight 291.99 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ORTHORHOMBIC _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 11.619(10) _cell_length_b 12.483(8) _cell_length_c 17.385(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2522(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1242 _cell_measurement_theta_min 3.26 _cell_measurement_theta_max 24.83 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 1.535 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7395 _exptl_absorpt_correction_T_max 0.8393 _exptl_absorpt_process_details sadabs _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 '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 9094 _diffrn_reflns_av_R_equivalents 0.0802 _diffrn_reflns_av_sigmaI/netI 0.1790 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 25.35 _reflns_number_total 2246 _reflns_number_gt 1580 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR2004 (Giacovazzo et al, 2004)' _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^)+(0.0000P)^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 2246 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0688 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1579 _refine_ls_wR_factor_gt 0.1257 _refine_ls_goodness_of_fit_ref 0.834 _refine_ls_restrained_S_all 0.834 _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 C1 C 0.4624(4) 0.3418(4) 0.1796(3) 0.0478(12) Uani 1 1 d . . . H1A H 0.5043 0.2814 0.2037 0.057 Uiso 1 1 calc R . . H1B H 0.4883 0.4092 0.2041 0.057 Uiso 1 1 calc R . . C2 C 0.4861(4) 0.3448(4) 0.0952(3) 0.0483(12) Uani 1 1 d . . . H2A H 0.4602 0.4137 0.0728 0.058 Uiso 1 1 calc R . . H2B H 0.5694 0.3363 0.0851 0.058 Uiso 1 1 calc R . . C3 C 0.4643(4) 0.2044(4) 0.0052(2) 0.0406(11) Uani 1 1 d . . . H3 H 0.5376 0.2262 -0.0134 0.049 Uiso 1 1 calc R . . C4 C 0.4098(4) 0.1168(4) -0.0321(2) 0.0372(11) Uani 1 1 d . . . C5 C 0.4706(5) 0.0595(5) -0.0877(3) 0.0473(13) Uani 1 1 d . . . H5 H 0.5470 0.0806 -0.0999 0.057 Uiso 1 1 calc R . . C6 C 0.4238(6) -0.0257(5) -0.1249(3) 0.0590(16) Uani 1 1 d . . . H6 H 0.4661 -0.0636 -0.1629 0.071 Uiso 1 1 calc R . . C7 C 0.3128(6) -0.0558(5) -0.1059(3) 0.0599(16) Uani 1 1 d . . . H7 H 0.2790 -0.1156 -0.1311 0.072 Uiso 1 1 calc R . . C8 C 0.2500(4) -0.0011(4) -0.0513(3) 0.0498(13) Uani 1 1 d . . . H8 H 0.1735 -0.0229 -0.0400 0.060 Uiso 1 1 calc R . . C9 C 0.2977(4) 0.0856(4) -0.0126(2) 0.0371(11) Uani 1 1 d . . . C11 C 0.2772(4) 0.4316(4) 0.1822(3) 0.0461(12) Uani 1 1 d . . . H11A H 0.2910 0.4603 0.1305 0.069 Uiso 1 1 calc R . . H11B H 0.3070 0.4818 0.2207 0.069 Uiso 1 1 calc R . . H11C H 0.1943 0.4217 0.1900 0.069 Uiso 1 1 calc R . . C12 C 0.3148(5) 0.2861(5) 0.2686(3) 0.0564(15) Uani 1 1 d . . . H12A H 0.3538 0.2169 0.2746 0.085 Uiso 1 1 calc R . . H12B H 0.2319 0.2766 0.2764 0.085 Uiso 1 1 calc R . . H12C H 0.3448 0.3369 0.3067 0.085 Uiso 1 1 calc R . . N1 N 0.3360(3) 0.3280(3) 0.19022(18) 0.0360(9) Uani 1 1 d . . . N2 N 0.4217(3) 0.2560(3) 0.0622(2) 0.0374(9) Uani 1 1 d . . . N11 N 0.1406(4) 0.2210(4) 0.1615(2) 0.0478(11) Uani 1 1 d . . . N12 N 0.0656(3) 0.1605(3) 0.1444(2) 0.0400(9) Uani 1 1 d . . . N13 N -0.0086(4) 0.1046(4) 0.1293(3) 0.0648(13) Uani 1 1 d . . . O1 O 0.2337(3) 0.1345(3) 0.03910(16) 0.0424(8) Uani 1 1 d . . . Ni1 Ni 0.28334(5) 0.23117(5) 0.10995(3) 0.0311(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.043(3) 0.044(3) 0.057(3) -0.005(2) -0.021(2) -0.011(2) C2 0.039(3) 0.043(3) 0.063(3) 0.000(2) -0.003(2) -0.015(2) C3 0.035(3) 0.045(3) 0.043(3) 0.013(2) 0.002(2) 0.0021(19) C4 0.038(3) 0.045(3) 0.029(2) 0.0047(19) -0.0014(19) 0.0076(19) C5 0.053(3) 0.052(4) 0.037(2) 0.006(2) 0.004(2) 0.015(2) C6 0.079(4) 0.059(4) 0.039(3) 0.001(2) -0.004(3) 0.031(3) C7 0.087(5) 0.044(4) 0.049(3) -0.013(2) -0.020(3) 0.014(3) C8 0.062(3) 0.043(3) 0.044(3) -0.012(2) -0.013(2) -0.001(2) C9 0.042(3) 0.043(3) 0.026(2) 0.0000(19) -0.0067(18) 0.003(2) C11 0.049(3) 0.034(3) 0.055(3) -0.004(2) -0.014(2) 0.001(2) C12 0.072(4) 0.059(4) 0.038(3) 0.010(2) -0.013(3) -0.013(3) N1 0.040(2) 0.031(2) 0.0374(19) 0.0032(16) -0.0067(16) -0.0068(16) N2 0.039(2) 0.034(2) 0.039(2) 0.0015(16) -0.0039(18) -0.0077(16) N11 0.036(3) 0.056(3) 0.052(2) -0.019(2) 0.005(2) -0.0141(18) N12 0.035(2) 0.034(2) 0.051(2) -0.0039(18) 0.0055(18) -0.0007(18) N13 0.041(3) 0.043(3) 0.110(4) -0.016(3) 0.001(2) -0.011(2) O1 0.0400(19) 0.044(2) 0.0431(17) -0.0090(15) 0.0016(14) -0.0086(13) Ni1 0.0320(5) 0.0287(4) 0.0328(4) -0.0012(2) -0.0035(2) -0.0058(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.490(6) . ? C1 C2 1.494(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.455(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.282(6) . ? C3 C4 1.419(7) . ? C3 H3 0.9500 . ? C4 C5 1.395(6) . ? C4 C9 1.402(6) . ? C5 C6 1.358(8) . ? C5 H5 0.9500 . ? C6 C7 1.384(9) . ? C6 H6 0.9500 . ? C7 C8 1.378(8) . ? C7 H7 0.9500 . ? C8 C9 1.389(7) . ? C8 H8 0.9500 . ? C9 O1 1.316(5) . ? C11 N1 1.469(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N1 1.481(6) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? N1 Ni1 1.945(4) . ? N2 Ni1 1.836(4) . ? N11 N12 1.191(5) . ? N11 Ni1 1.890(4) . ? N12 N13 1.140(6) . ? O1 Ni1 1.818(3) . ? 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 C1 C2 107.8(3) . . ? N1 C1 H1A 110.1 . . ? C2 C1 H1A 110.1 . . ? N1 C1 H1B 110.1 . . ? C2 C1 H1B 110.1 . . ? H1A C1 H1B 108.5 . . ? N2 C2 C1 105.8(4) . . ? N2 C2 H2A 110.6 . . ? C1 C2 H2A 110.6 . . ? N2 C2 H2B 110.6 . . ? C1 C2 H2B 110.6 . . ? H2A C2 H2B 108.7 . . ? N2 C3 C4 124.6(5) . . ? N2 C3 H3 117.7 . . ? C4 C3 H3 117.7 . . ? C5 C4 C9 119.7(5) . . ? C5 C4 C3 119.0(5) . . ? C9 C4 C3 121.3(4) . . ? C6 C5 C4 121.9(5) . . ? C6 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? C5 C6 C7 118.2(5) . . ? C5 C6 H6 120.9 . . ? C7 C6 H6 120.9 . . ? C8 C7 C6 121.6(5) . . ? C8 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? C7 C8 C9 120.6(5) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? O1 C9 C8 117.8(4) . . ? O1 C9 C4 124.1(4) . . ? C8 C9 C4 118.1(4) . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 N1 C12 108.8(4) . . ? C11 N1 C1 110.2(4) . . ? C12 N1 C1 108.6(4) . . ? C11 N1 Ni1 109.4(3) . . ? C12 N1 Ni1 112.8(3) . . ? C1 N1 Ni1 107.0(3) . . ? C3 N2 C2 119.3(4) . . ? C3 N2 Ni1 127.1(3) . . ? C2 N2 Ni1 113.7(3) . . ? N12 N11 Ni1 124.5(3) . . ? N13 N12 N11 177.8(5) . . ? C9 O1 Ni1 126.2(3) . . ? O1 Ni1 N2 94.81(16) . . ? O1 Ni1 N11 89.90(16) . . ? N2 Ni1 N11 174.03(19) . . ? O1 Ni1 N1 176.67(15) . . ? N2 Ni1 N1 86.76(16) . . ? N11 Ni1 N1 88.72(17) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.308 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.071 #===END data_compound_3 _database_code_depnum_ccdc_archive 'CCDC 718791' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H15 Cl N2 O Pt' _chemical_formula_sum 'C11 H15 Cl N2 O Pt' _chemical_formula_weight 421.79 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall -P2ac2ab loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 10.9740(9) _cell_length_b 11.5679(10) _cell_length_c 19.0234(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2414.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7283 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 27.14 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 11.822 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.045 _exptl_absorpt_correction_T_max 0.115 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 15707 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 25.34 _reflns_number_total 2208 _reflns_number_gt 1877 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0178P)^2^+4.0087P] 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 2208 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0182 _refine_ls_wR_factor_ref 0.0442 _refine_ls_wR_factor_gt 0.0413 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4045(3) 0.8507(4) 0.6817(2) 0.0228(9) Uani 1 1 d . . . H1A H 0.4504 0.7847 0.7016 0.027 Uiso 1 1 calc R . . H1B H 0.4311 0.9220 0.7061 0.027 Uiso 1 1 calc R . . C2 C 0.4304(4) 0.8607(4) 0.6041(2) 0.0236(10) Uani 1 1 d . . . H2A H 0.3997 0.9354 0.5859 0.028 Uiso 1 1 calc R . . H2B H 0.5193 0.8567 0.5954 0.028 Uiso 1 1 calc R . . C3 C 0.4144(4) 0.7136(3) 0.5154(2) 0.0224(9) Uani 1 1 d . . . H3 H 0.4909 0.7414 0.4992 0.027 Uiso 1 1 calc R . . C4 C 0.3615(4) 0.6191(3) 0.4774(2) 0.0199(8) Uani 1 1 d . . . C5 C 0.4340(4) 0.5638(4) 0.4260(2) 0.0269(10) Uani 1 1 d . . . H5 H 0.5140 0.5919 0.4176 0.032 Uiso 1 1 calc R . . C6 C 0.3932(4) 0.4714(4) 0.3880(2) 0.0291(10) Uani 1 1 d . . . H6 H 0.4447 0.4350 0.3545 0.035 Uiso 1 1 calc R . . C7 C 0.2745(4) 0.4312(4) 0.3992(2) 0.0284(10) Uani 1 1 d . . . H7 H 0.2451 0.3670 0.3731 0.034 Uiso 1 1 calc R . . C8 C 0.2000(4) 0.4841(4) 0.4476(2) 0.0239(10) Uani 1 1 d . . . H8 H 0.1186 0.4574 0.4531 0.029 Uiso 1 1 calc R . . C9 C 0.2411(4) 0.5763(4) 0.4891(2) 0.0202(9) Uani 1 1 d . . . C11 C 0.2045(4) 0.9444(4) 0.6890(3) 0.0267(10) Uani 1 1 d . . . H11A H 0.2147 0.9779 0.6420 0.040 Uiso 1 1 calc R . . H11B H 0.2376 0.9975 0.7243 0.040 Uiso 1 1 calc R . . H11C H 0.1177 0.9316 0.6982 0.040 Uiso 1 1 calc R . . C12 C 0.2532(4) 0.7844(4) 0.7645(2) 0.0269(10) Uani 1 1 d . . . H12A H 0.2862 0.8385 0.7992 0.040 Uiso 1 1 calc R . . H12B H 0.2960 0.7103 0.7681 0.040 Uiso 1 1 calc R . . H12C H 0.1661 0.7726 0.7734 0.040 Uiso 1 1 calc R . . N1 N 0.2702(3) 0.8328(3) 0.69274(17) 0.0171(7) Uani 1 1 d . . . N2 N 0.3682(3) 0.7642(3) 0.56909(18) 0.0178(7) Uani 1 1 d . . . O1 O 0.1627(2) 0.6187(2) 0.53554(15) 0.0208(6) Uani 1 1 d . . . Cl1 Cl 0.03273(8) 0.67229(9) 0.66888(6) 0.0252(2) Uani 1 1 d . . . Pt1 Pt 0.213259(12) 0.722973(12) 0.613810(8) 0.01512(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.019(2) 0.026(2) 0.023(2) 0.0009(18) -0.0046(17) -0.0068(17) C2 0.021(2) 0.021(2) 0.029(3) 0.0010(17) -0.0019(19) -0.0078(17) C3 0.021(2) 0.024(2) 0.022(2) 0.0063(18) 0.0012(18) 0.0002(17) C4 0.022(2) 0.019(2) 0.018(2) 0.0058(17) 0.0015(18) 0.0026(18) C5 0.028(2) 0.027(2) 0.025(2) 0.004(2) 0.0041(19) 0.0049(19) C6 0.039(3) 0.029(3) 0.019(2) -0.0004(19) 0.004(2) 0.009(2) C7 0.042(3) 0.024(2) 0.019(2) -0.0045(19) -0.002(2) 0.004(2) C8 0.027(2) 0.024(2) 0.021(2) 0.0011(18) -0.0042(18) -0.0003(18) C9 0.0212(19) 0.021(2) 0.019(2) 0.0041(18) -0.0032(17) 0.0027(16) C11 0.029(2) 0.018(2) 0.033(3) -0.0075(19) -0.007(2) -0.0009(18) C12 0.030(2) 0.031(3) 0.020(2) 0.0028(19) 0.001(2) -0.004(2) N1 0.0185(16) 0.0157(17) 0.0170(17) 0.0007(15) -0.0034(14) -0.0025(14) N2 0.0178(16) 0.0158(16) 0.0198(19) 0.0077(15) -0.0018(14) -0.0017(14) O1 0.0174(13) 0.0234(15) 0.0216(16) -0.0062(13) 0.0000(12) -0.0011(12) Cl1 0.0181(5) 0.0268(5) 0.0306(6) -0.0059(5) 0.0056(4) -0.0036(4) Pt1 0.01432(9) 0.01402(10) 0.01703(10) 0.00021(6) -0.00079(6) -0.00085(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.504(5) . ? C1 C2 1.507(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.469(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.282(5) . ? C3 C4 1.433(6) . ? C3 H3 0.9500 . ? C4 C5 1.413(6) . ? C4 C9 1.428(6) . ? C5 C6 1.366(6) . ? C5 H5 0.9500 . ? C6 C7 1.400(6) . ? C6 H6 0.9500 . ? C7 C8 1.376(6) . ? C7 H7 0.9500 . ? C8 C9 1.402(6) . ? C8 H8 0.9500 . ? C9 O1 1.327(5) . ? C11 N1 1.481(5) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N1 1.486(5) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? N1 Pt1 2.063(3) . ? N2 Pt1 1.960(3) . ? O1 Pt1 1.995(3) . ? Cl1 Pt1 2.3165(10) . ? 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 C1 C2 109.4(3) . . ? N1 C1 H1A 109.8 . . ? C2 C1 H1A 109.8 . . ? N1 C1 H1B 109.8 . . ? C2 C1 H1B 109.8 . . ? H1A C1 H1B 108.2 . . ? N2 C2 C1 107.3(3) . . ? N2 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? N2 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? N2 C3 C4 126.2(4) . . ? N2 C3 H3 116.9 . . ? C4 C3 H3 116.9 . . ? C5 C4 C9 118.2(4) . . ? C5 C4 C3 117.7(4) . . ? C9 C4 C3 124.1(4) . . ? C6 C5 C4 122.4(4) . . ? C6 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? C5 C6 C7 119.0(4) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 120.5(4) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C9 121.6(4) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? O1 C9 C8 116.6(4) . . ? O1 C9 C4 125.2(4) . . ? C8 C9 C4 118.3(4) . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 N1 C12 108.1(3) . . ? C11 N1 C1 110.5(3) . . ? C12 N1 C1 107.7(3) . . ? C11 N1 Pt1 110.8(2) . . ? C12 N1 Pt1 113.5(3) . . ? C1 N1 Pt1 106.3(2) . . ? C3 N2 C2 121.7(3) . . ? C3 N2 Pt1 125.3(3) . . ? C2 N2 Pt1 113.0(3) . . ? C9 O1 Pt1 122.7(2) . . ? N2 Pt1 O1 93.69(13) . . ? N2 Pt1 N1 84.46(13) . . ? O1 Pt1 N1 178.12(12) . . ? N2 Pt1 Cl1 178.62(10) . . ? O1 Pt1 Cl1 86.94(8) . . ? N1 Pt1 Cl1 94.91(9) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.863 _refine_diff_density_min -0.893 _refine_diff_density_rms 0.138 #===END data_compound_4 _database_code_depnum_ccdc_archive 'CCDC 718792' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H15 N5 O Pt' _chemical_formula_sum 'C11 H15 N5 O Pt' _chemical_formula_weight 428.37 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 11.6391(7) _cell_length_b 12.7940(6) _cell_length_c 17.4002(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2591.0(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5986 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 29.54 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.196 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 10.827 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.076 _exptl_absorpt_correction_T_max 0.1792 _exptl_absorpt_process_details 'Bruker sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 15662 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 25.35 _reflns_number_total 2362 _reflns_number_gt 1859 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0305P)^2^+2.8529P] 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 2362 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0227 _refine_ls_wR_factor_ref 0.0579 _refine_ls_wR_factor_gt 0.0522 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5402(5) 0.3462(4) 0.6797(3) 0.0481(14) Uani 1 1 d . . . H1A H 0.5130 0.4119 0.7036 0.058 Uiso 1 1 calc R . . H1B H 0.4993 0.2873 0.7045 0.058 Uiso 1 1 calc R . . C2 C 0.5139(5) 0.3474(5) 0.5956(3) 0.0507(15) Uani 1 1 d . . . H2A H 0.4301 0.3407 0.5870 0.061 Uiso 1 1 calc R . . H2B H 0.5403 0.4138 0.5722 0.061 Uiso 1 1 calc R . . C3 C 0.5322(5) 0.2069(4) 0.5053(3) 0.0426(13) Uani 1 1 d . . . H3 H 0.4590 0.2285 0.4870 0.051 Uiso 1 1 calc R . . C4 C 0.5847(5) 0.1196(4) 0.4675(3) 0.0419(13) Uani 1 1 d . . . C5 C 0.5179(6) 0.0658(5) 0.4134(3) 0.0515(15) Uani 1 1 d . . . H5 H 0.4424 0.0901 0.4031 0.062 Uiso 1 1 calc R . . C6 C 0.5571(6) -0.0202(5) 0.3750(3) 0.0575(17) Uani 1 1 d . . . H6 H 0.5095 -0.0553 0.3389 0.069 Uiso 1 1 calc R . . C7 C 0.6661(7) -0.0549(5) 0.3895(3) 0.0608(17) Uani 1 1 d . . . H7 H 0.6947 -0.1141 0.3627 0.073 Uiso 1 1 calc R . . C8 C 0.7351(5) -0.0049(5) 0.4425(4) 0.0550(16) Uani 1 1 d . . . H8 H 0.8104 -0.0309 0.4514 0.066 Uiso 1 1 calc R . . C9 C 0.6979(5) 0.0830(4) 0.4837(3) 0.0410(13) Uani 1 1 d . . . C11 C 0.6868(6) 0.2959(4) 0.7725(3) 0.0561(17) Uani 1 1 d . . . H11A H 0.6493 0.2280 0.7792 0.084 Uiso 1 1 calc R . . H11B H 0.6551 0.3459 0.8096 0.084 Uiso 1 1 calc R . . H11C H 0.7696 0.2885 0.7811 0.084 Uiso 1 1 calc R . . C12 C 0.7242(5) 0.4371(4) 0.6845(4) 0.0531(15) Uani 1 1 d . . . H12A H 0.7123 0.4642 0.6324 0.080 Uiso 1 1 calc R . . H12B H 0.8066 0.4284 0.6940 0.080 Uiso 1 1 calc R . . H12C H 0.6922 0.4864 0.7220 0.080 Uiso 1 1 calc R . . N1 N 0.6659(4) 0.3350(3) 0.6924(2) 0.0391(10) Uani 1 1 d . . . N2 N 0.5749(4) 0.2583(3) 0.5610(2) 0.0393(10) Uani 1 1 d . . . N11 N 0.8719(4) 0.2094(4) 0.6688(3) 0.0519(12) Uani 1 1 d . . . N12 N 0.9451(4) 0.1526(4) 0.6479(3) 0.0479(12) Uani 1 1 d . . . N13 N 1.0203(5) 0.1010(5) 0.6321(4) 0.084(2) Uani 1 1 d . . . O1 O 0.7700(3) 0.1246(3) 0.5337(2) 0.0427(9) Uani 1 1 d . . . Pt1 Pt 0.721969(17) 0.229590(15) 0.611237(11) 0.03323(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.041(3) 0.052(3) 0.051(4) -0.002(3) 0.010(3) 0.015(3) C2 0.045(3) 0.051(4) 0.056(4) -0.001(3) 0.003(3) 0.023(3) C3 0.036(3) 0.049(3) 0.042(3) 0.006(3) -0.002(3) 0.003(2) C4 0.043(3) 0.053(3) 0.030(3) 0.010(2) 0.003(2) -0.006(3) C5 0.056(4) 0.060(4) 0.039(3) 0.010(3) 0.002(3) -0.011(3) C6 0.071(5) 0.061(4) 0.040(4) 0.003(3) 0.001(3) -0.023(4) C7 0.085(5) 0.051(4) 0.046(4) -0.008(3) 0.011(4) -0.012(4) C8 0.062(4) 0.050(4) 0.053(4) -0.002(3) 0.015(3) 0.005(3) C9 0.051(4) 0.039(3) 0.033(3) -0.002(2) 0.012(2) -0.003(2) C11 0.077(5) 0.059(4) 0.033(3) 0.002(3) 0.016(3) 0.015(3) C12 0.061(4) 0.037(3) 0.062(4) -0.009(3) 0.015(3) 0.001(3) N1 0.040(2) 0.036(3) 0.041(2) -0.0004(17) 0.010(2) 0.004(2) N2 0.037(2) 0.044(3) 0.037(3) 0.009(2) 0.004(2) 0.006(2) N11 0.039(3) 0.053(3) 0.064(3) -0.018(2) -0.008(2) 0.012(2) N12 0.038(3) 0.039(3) 0.067(3) -0.004(2) -0.003(2) -0.001(2) N13 0.053(4) 0.059(4) 0.140(6) -0.023(4) 0.004(4) 0.011(3) O1 0.037(2) 0.047(2) 0.043(2) -0.0124(16) 0.0042(17) 0.0061(17) Pt1 0.03157(13) 0.03346(13) 0.03467(13) 0.00021(8) 0.00511(8) 0.00454(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 C1 N1 1.487(6) . ? C1 C2 1.497(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.472(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.273(6) . ? C3 C4 1.433(7) . ? C3 H3 0.9500 . ? C4 C5 1.401(7) . ? C4 C9 1.427(7) . ? C5 C6 1.366(9) . ? C5 H5 0.9500 . ? C6 C7 1.368(10) . ? C6 H6 0.9500 . ? C7 C8 1.380(9) . ? C7 H7 0.9500 . ? C8 C9 1.401(8) . ? C8 H8 0.9500 . ? C9 O1 1.321(6) . ? C11 N1 1.501(7) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N1 1.478(7) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? N1 Pt1 2.058(4) . ? N2 Pt1 1.956(4) . ? N11 N12 1.178(6) . ? N11 Pt1 2.028(5) . ? N12 N13 1.130(7) . ? O1 Pt1 1.985(3) . ? 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 C1 C2 110.3(4) . . ? N1 C1 H1A 109.6 . . ? C2 C1 H1A 109.6 . . ? N1 C1 H1B 109.6 . . ? C2 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C1 107.0(4) . . ? N2 C2 H2A 110.3 . . ? C1 C2 H2A 110.3 . . ? N2 C2 H2B 110.3 . . ? C1 C2 H2B 110.3 . . ? H2A C2 H2B 108.6 . . ? N2 C3 C4 125.8(5) . . ? N2 C3 H3 117.1 . . ? C4 C3 H3 117.1 . . ? C5 C4 C9 118.9(5) . . ? C5 C4 C3 117.0(5) . . ? C9 C4 C3 124.0(5) . . ? C6 C5 C4 122.7(6) . . ? C6 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? C5 C6 C7 118.7(6) . . ? C5 C6 H6 120.7 . . ? C7 C6 H6 120.7 . . ? C6 C7 C8 120.9(6) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C7 C8 C9 122.3(6) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? O1 C9 C8 117.6(5) . . ? O1 C9 C4 125.8(5) . . ? C8 C9 C4 116.6(5) . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C12 N1 C1 110.6(4) . . ? C12 N1 C11 107.8(5) . . ? C1 N1 C11 109.2(4) . . ? C12 N1 Pt1 111.7(3) . . ? C1 N1 Pt1 105.9(3) . . ? C11 N1 Pt1 111.6(3) . . ? C3 N2 C2 121.5(5) . . ? C3 N2 Pt1 125.8(4) . . ? C2 N2 Pt1 112.7(4) . . ? N12 N11 Pt1 123.2(4) . . ? N13 N12 N11 174.9(6) . . ? C9 O1 Pt1 122.8(3) . . ? N2 Pt1 O1 94.01(16) . . ? N2 Pt1 N11 175.51(18) . . ? O1 Pt1 N11 90.42(16) . . ? N2 Pt1 N1 84.60(18) . . ? O1 Pt1 N1 177.60(15) . . ? N11 Pt1 N1 90.98(18) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.605 _refine_diff_density_min -0.416 _refine_diff_density_rms 0.119 #===END data_compound_6 _database_code_depnum_ccdc_archive 'CCDC 718793' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H38 N14 Ni2 O2, 4(C2 H6 O S)' _chemical_formula_sum 'C42 H62 N14 Ni2 O6 S4' _chemical_formula_weight 1104.72 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' 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1724(7) _cell_length_b 10.2605(7) _cell_length_c 14.3740(10) _cell_angle_alpha 73.013(4) _cell_angle_beta 69.421(3) _cell_angle_gamma 63.716(2) _cell_volume 1242.56(15) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3963 _cell_measurement_theta_min 2.92 _cell_measurement_theta_max 27.11 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 580 _exptl_absorpt_coefficient_mu 0.987 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7240 _exptl_absorpt_correction_T_max 0.8122 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 13553 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_sigmaI/netI 0.0502 _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 -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4525 _reflns_number_gt 3551 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0379P)^2^+0.1737P] 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 4525 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0732 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9621(3) 0.2588(3) 0.33974(18) 0.0204(6) Uani 1 1 d . . . H1A H 0.9780 0.1544 0.3464 0.025 Uiso 1 1 calc R . . H1B H 1.0594 0.2624 0.3361 0.025 Uiso 1 1 calc R . . C2 C 0.9138(3) 0.3447(3) 0.24417(18) 0.0207(6) Uani 1 1 d . . . H2A H 0.9094 0.4463 0.2326 0.025 Uiso 1 1 calc R . . H2B H 0.9877 0.2970 0.1858 0.025 Uiso 1 1 calc R . . C3 C 0.7319(3) 0.3368(3) 0.18059(18) 0.0180(6) Uani 1 1 d . . . H3 H 0.8104 0.3230 0.1198 0.022 Uiso 1 1 calc R . . C4 C 0.5876(3) 0.3438(3) 0.17947(18) 0.0184(6) Uani 1 1 d . . . C5 C 0.5765(3) 0.3270(3) 0.0892(2) 0.0257(6) Uani 1 1 d . . . H5 H 0.6652 0.3048 0.0349 0.031 Uiso 1 1 calc R . . C6 C 0.4442(3) 0.3414(3) 0.0763(2) 0.0299(7) Uani 1 1 d . . . H6 H 0.4409 0.3278 0.0147 0.036 Uiso 1 1 calc R . . C7 C 0.3138(3) 0.3764(3) 0.1554(2) 0.0271(6) Uani 1 1 d . . . H7 H 0.2201 0.3888 0.1472 0.032 Uiso 1 1 calc R . . C8 C 0.3193(3) 0.3932(3) 0.2453(2) 0.0226(6) Uani 1 1 d . . . H8 H 0.2282 0.4180 0.2977 0.027 Uiso 1 1 calc R . . C9 C 0.4550(3) 0.3751(3) 0.26289(18) 0.0177(5) Uani 1 1 d . . . C10 C 0.6233(4) 0.0281(4) 0.8811(2) 0.0451(9) Uani 1 1 d . . . H10A H 0.6353 -0.0741 0.8877 0.068 Uiso 1 1 calc R . . H10B H 0.5345 0.0947 0.8554 0.068 Uiso 1 1 calc R . . H10C H 0.6091 0.0487 0.9472 0.068 Uiso 1 1 calc R . . C11 C 0.8754(3) 0.2145(3) 0.5202(2) 0.0260(6) Uani 1 1 d . . . H11A H 0.8715 0.1221 0.5171 0.039 Uiso 1 1 calc R . . H11B H 0.7985 0.2548 0.5795 0.039 Uiso 1 1 calc R . . H11C H 0.9762 0.1955 0.5250 0.039 Uiso 1 1 calc R . . C12 C 0.8537(3) 0.4568(3) 0.4372(2) 0.0235(6) Uani 1 1 d . . . H12A H 0.8345 0.5303 0.3771 0.035 Uiso 1 1 calc R . . H12B H 0.9549 0.4348 0.4428 0.035 Uiso 1 1 calc R . . H12C H 0.7772 0.4955 0.4972 0.035 Uiso 1 1 calc R . . C20 C 0.7299(3) 0.2440(3) 0.8020(2) 0.0346(7) Uani 1 1 d . . . H20A H 0.8094 0.2801 0.7580 0.052 Uiso 1 1 calc R . . H20B H 0.7113 0.2549 0.8715 0.052 Uiso 1 1 calc R . . H20C H 0.6363 0.3011 0.7799 0.052 Uiso 1 1 calc R . . C21 C 0.5353(3) 0.1974(3) 0.59091(18) 0.0143(5) Uani 1 1 d . . . C22 C 0.6196(3) 0.0786(3) 0.53047(18) 0.0147(5) Uani 1 1 d . . . C23 C 0.6329(3) -0.0660(3) 0.56914(19) 0.0191(6) Uani 1 1 d . . . H23 H 0.5904 -0.0944 0.6384 0.023 Uiso 1 1 calc R . . C24 C 0.7099(3) -0.1678(3) 0.50374(19) 0.0195(6) Uani 1 1 d . . . H24 H 0.7205 -0.2677 0.5275 0.023 Uiso 1 1 calc R . . C25 C 0.7711(3) -0.1228(3) 0.40389(19) 0.0195(6) Uani 1 1 d . . . H25 H 0.8231 -0.1906 0.3577 0.023 Uiso 1 1 calc R . . C26 C 0.7552(3) 0.0233(3) 0.37220(19) 0.0182(6) Uani 1 1 d . . . H26 H 0.7998 0.0534 0.3037 0.022 Uiso 1 1 calc R . . C30 C 1.1384(4) 0.3027(3) 0.9377(2) 0.0380(8) Uani 1 1 d . . . H30A H 1.0814 0.4063 0.9460 0.057 Uiso 1 1 calc R . . H30B H 1.2364 0.2919 0.8884 0.057 Uiso 1 1 calc R . . H30C H 1.1553 0.2425 1.0025 0.057 Uiso 1 1 calc R . . C40 C 1.1648(4) 0.0581(3) 0.8887(2) 0.0378(8) Uani 1 1 d . . . H40A H 1.1252 0.0053 0.8655 0.057 Uiso 1 1 calc R . . H40B H 1.1802 0.0093 0.9558 0.057 Uiso 1 1 calc R . . H40C H 1.2618 0.0579 0.8416 0.057 Uiso 1 1 calc R . . N1 N 0.8452(2) 0.3206(2) 0.42896(15) 0.0173(5) Uani 1 1 d . . . N2 N 0.7637(2) 0.3475(2) 0.25581(15) 0.0159(4) Uani 1 1 d . . . N11 N 0.5186(2) 0.3350(2) 0.54651(14) 0.0149(4) Uani 1 1 d . . . N12 N 0.4394(2) 0.4152(2) 0.62140(14) 0.0152(4) Uani 1 1 d . . . N13 N 0.4104(2) 0.3274(2) 0.70662(15) 0.0200(5) Uani 1 1 d . . . N21 N 0.6799(2) 0.1242(2) 0.43369(15) 0.0160(5) Uani 1 1 d . . . N22 N 0.4699(2) 0.1881(2) 0.68929(15) 0.0188(5) Uani 1 1 d . . . O1 O 0.45268(18) 0.38932(19) 0.35025(12) 0.0191(4) Uani 1 1 d . . . O10 O 0.9129(2) -0.0300(2) 0.84882(15) 0.0378(5) Uani 1 1 d . . . O20 O 1.0350(2) 0.3197(2) 0.78828(14) 0.0335(5) Uani 1 1 d . . . Ni1 Ni 0.63088(3) 0.35894(3) 0.39587(2) 0.01411(10) Uani 1 1 d . . . S10 S 0.78906(8) 0.05536(8) 0.79565(5) 0.02867(18) Uani 1 1 d . . . S20 S 1.03268(8) 0.24305(8) 0.89428(5) 0.03082(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0149(13) 0.0204(14) 0.0245(15) -0.0074(12) -0.0013(11) -0.0060(11) C2 0.0174(13) 0.0258(15) 0.0212(14) -0.0096(12) 0.0013(11) -0.0115(12) C3 0.0181(13) 0.0154(14) 0.0159(13) -0.0050(11) 0.0018(11) -0.0057(11) C4 0.0237(14) 0.0144(13) 0.0164(13) -0.0019(11) -0.0051(11) -0.0069(11) C5 0.0280(16) 0.0267(16) 0.0217(15) -0.0070(12) -0.0050(12) -0.0090(13) C6 0.0392(18) 0.0322(17) 0.0247(16) -0.0080(13) -0.0118(13) -0.0144(14) C7 0.0280(16) 0.0244(16) 0.0351(17) -0.0015(13) -0.0152(13) -0.0121(13) C8 0.0211(14) 0.0201(15) 0.0264(15) -0.0039(12) -0.0043(12) -0.0089(12) C9 0.0234(14) 0.0082(12) 0.0201(14) -0.0018(10) -0.0048(11) -0.0058(11) C10 0.047(2) 0.050(2) 0.044(2) 0.0150(17) -0.0213(17) -0.0308(18) C11 0.0210(14) 0.0301(16) 0.0291(16) -0.0014(13) -0.0110(12) -0.0101(13) C12 0.0231(14) 0.0239(15) 0.0297(16) -0.0106(12) -0.0056(12) -0.0112(12) C20 0.0402(18) 0.0243(16) 0.0406(18) -0.0084(14) -0.0135(15) -0.0092(14) C21 0.0132(13) 0.0126(13) 0.0174(13) -0.0004(10) -0.0037(10) -0.0067(10) C22 0.0123(12) 0.0139(13) 0.0188(13) -0.0030(11) -0.0056(10) -0.0043(10) C23 0.0168(13) 0.0167(14) 0.0227(14) -0.0018(11) -0.0055(11) -0.0060(11) C24 0.0168(13) 0.0125(13) 0.0297(16) -0.0019(11) -0.0097(12) -0.0040(11) C25 0.0166(13) 0.0152(14) 0.0291(15) -0.0106(12) -0.0064(11) -0.0033(11) C26 0.0158(13) 0.0191(14) 0.0197(14) -0.0079(11) -0.0030(11) -0.0050(11) C30 0.057(2) 0.0324(18) 0.0243(16) -0.0068(14) -0.0047(15) -0.0193(16) C40 0.050(2) 0.0279(18) 0.0339(18) -0.0037(14) -0.0148(15) -0.0108(15) N1 0.0184(11) 0.0175(12) 0.0161(11) -0.0039(9) -0.0015(9) -0.0085(9) N2 0.0173(11) 0.0123(11) 0.0167(11) -0.0042(9) -0.0017(9) -0.0051(9) N11 0.0171(11) 0.0130(11) 0.0145(11) -0.0047(9) -0.0022(9) -0.0056(9) N12 0.0169(11) 0.0153(11) 0.0113(11) -0.0017(9) -0.0008(9) -0.0066(9) N13 0.0232(12) 0.0179(12) 0.0179(12) -0.0029(9) -0.0024(9) -0.0091(10) N21 0.0158(11) 0.0153(11) 0.0192(12) -0.0048(9) -0.0045(9) -0.0068(9) N22 0.0228(12) 0.0151(12) 0.0179(11) -0.0020(9) -0.0048(9) -0.0075(10) O1 0.0183(9) 0.0214(10) 0.0184(9) -0.0064(8) -0.0021(7) -0.0084(8) O10 0.0353(12) 0.0278(12) 0.0406(13) -0.0029(10) -0.0120(10) -0.0037(10) O20 0.0325(12) 0.0338(12) 0.0288(11) 0.0007(9) -0.0093(9) -0.0106(10) Ni1 0.01506(18) 0.01268(18) 0.01407(18) -0.00431(13) -0.00078(13) -0.00578(13) S10 0.0379(4) 0.0229(4) 0.0222(4) -0.0056(3) -0.0059(3) -0.0093(3) S20 0.0262(4) 0.0311(4) 0.0264(4) -0.0044(3) 0.0001(3) -0.0088(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.482(3) . ? C1 C2 1.513(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.465(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.278(3) . ? C3 C4 1.443(3) . ? C3 H3 0.9500 . ? C4 C5 1.405(3) . ? C4 C9 1.437(3) . ? C5 C6 1.360(4) . ? C5 H5 0.9500 . ? C6 C7 1.392(4) . ? C6 H6 0.9500 . ? C7 C8 1.376(3) . ? C7 H7 0.9500 . ? C8 C9 1.412(3) . ? C8 H8 0.9500 . ? C9 O1 1.297(3) . ? C10 S10 1.787(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 N1 1.467(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N1 1.478(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C20 S10 1.775(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 N22 1.330(3) . ? C21 N11 1.329(3) . ? C21 C22 1.465(3) . ? C22 N21 1.343(3) . ? C22 C23 1.386(3) . ? C23 C24 1.386(3) . ? C23 H23 0.9500 . ? C24 C25 1.378(3) . ? C24 H24 0.9500 . ? C25 C26 1.385(3) . ? C25 H25 0.9500 . ? C26 N21 1.340(3) . ? C26 H26 0.9500 . ? C30 S20 1.788(3) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C40 S20 1.780(3) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? N1 Ni1 2.235(2) . ? N2 Ni1 1.994(2) . ? N11 N12 1.344(3) . ? N11 Ni1 2.0622(19) . ? N12 N13 1.318(3) . ? N12 Ni1 2.065(2) 2_666 ? N13 N22 1.344(3) . ? N21 Ni1 2.170(2) . ? O1 Ni1 2.0072(16) . ? O10 S10 1.499(2) . ? O20 S20 1.494(2) . ? Ni1 N12 2.065(2) 2_666 ? 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 C1 C2 110.7(2) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C1 108.0(2) . . ? N2 C2 H2A 110.1 . . ? C1 C2 H2A 110.1 . . ? N2 C2 H2B 110.1 . . ? C1 C2 H2B 110.1 . . ? H2A C2 H2B 108.4 . . ? N2 C3 C4 126.0(2) . . ? N2 C3 H3 117.0 . . ? C4 C3 H3 117.0 . . ? C5 C4 C9 119.2(2) . . ? C5 C4 C3 117.2(2) . . ? C9 C4 C3 123.5(2) . . ? C6 C5 C4 122.9(3) . . ? C6 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? C5 C6 C7 118.5(2) . . ? C5 C6 H6 120.7 . . ? C7 C6 H6 120.7 . . ? C8 C7 C6 120.7(2) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C9 122.6(2) . . ? C7 C8 H8 118.7 . . ? C9 C8 H8 118.7 . . ? O1 C9 C8 119.3(2) . . ? O1 C9 C4 124.6(2) . . ? C8 C9 C4 116.1(2) . . ? S10 C10 H10A 109.5 . . ? S10 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? S10 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? S10 C20 H20A 109.5 . . ? S10 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? S10 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N22 C21 N11 112.2(2) . . ? N22 C21 C22 128.4(2) . . ? N11 C21 C22 119.4(2) . . ? N21 C22 C23 123.5(2) . . ? N21 C22 C21 113.4(2) . . ? C23 C22 C21 123.1(2) . . ? C24 C23 C22 118.0(2) . . ? C24 C23 H23 121.0 . . ? C22 C23 H23 121.0 . . ? C25 C24 C23 119.4(2) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C26 118.7(2) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? N21 C26 C25 123.0(2) . . ? N21 C26 H26 118.5 . . ? C25 C26 H26 118.5 . . ? S20 C30 H30A 109.5 . . ? S20 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? S20 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? S20 C40 H40A 109.5 . . ? S20 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? S20 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C11 N1 C12 107.19(19) . . ? C11 N1 C1 109.1(2) . . ? C12 N1 C1 110.29(19) . . ? C11 N1 Ni1 114.72(15) . . ? C12 N1 Ni1 113.45(15) . . ? C1 N1 Ni1 101.99(14) . . ? C3 N2 C2 119.7(2) . . ? C3 N2 Ni1 126.65(18) . . ? C2 N2 Ni1 113.60(15) . . ? C21 N11 N12 104.71(19) . . ? C21 N11 Ni1 115.13(15) . . ? N12 N11 Ni1 139.84(16) . . ? N13 N12 N11 109.16(19) . . ? N13 N12 Ni1 125.66(15) . 2_666 ? N11 N12 Ni1 125.16(15) . 2_666 ? N12 N13 N22 109.45(19) . . ? C26 N21 C22 117.4(2) . . ? C26 N21 Ni1 128.21(17) . . ? C22 N21 Ni1 114.35(15) . . ? C21 N22 N13 104.53(19) . . ? C9 O1 Ni1 126.91(15) . . ? N2 Ni1 O1 91.06(7) . . ? N2 Ni1 N11 170.34(8) . . ? O1 Ni1 N11 93.57(7) . . ? N2 Ni1 N12 93.91(8) . 2_666 ? O1 Ni1 N12 88.90(7) . 2_666 ? N11 Ni1 N12 94.65(7) . 2_666 ? N2 Ni1 N21 94.00(8) . . ? O1 Ni1 N21 89.48(7) . . ? N11 Ni1 N21 77.59(8) . . ? N12 Ni1 N21 171.95(7) 2_666 . ? N2 Ni1 N1 82.48(8) . . ? O1 Ni1 N1 173.49(7) . . ? N11 Ni1 N1 92.70(7) . . ? N12 Ni1 N1 92.32(7) 2_666 . ? N21 Ni1 N1 90.18(7) . . ? O10 S10 C20 107.15(13) . . ? O10 S10 C10 105.76(14) . . ? C20 S10 C10 97.47(15) . . ? O20 S20 C40 107.15(13) . . ? O20 S20 C30 106.63(13) . . ? C40 S20 C30 97.25(15) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.375 _refine_diff_density_min -0.315 _refine_diff_density_rms 0.066 #===END data_compound_8 _database_code_depnum_ccdc_archive 'CCDC 718794' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H12 Cu N10 O2' _chemical_formula_sum 'C12 H12 Cu N10 O2' _chemical_formula_weight 391.86 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _cell_setting MONOCLINIC _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.9891(5) _cell_length_b 12.7094(9) _cell_length_c 7.3912(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.726(4) _cell_angle_gamma 90.00 _cell_volume 743.67(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3488 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 28.3 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.750 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 398 _exptl_absorpt_coefficient_mu 1.502 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7144 _exptl_absorpt_correction_T_max 0.8403 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 7397 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 28.38 _reflns_number_total 1852 _reflns_number_gt 1516 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+0.2057P] 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 1852 _refine_ls_number_parameters 123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0259 _refine_ls_wR_factor_ref 0.0686 _refine_ls_wR_factor_gt 0.0656 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.003 _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 C21 C 0.0603(2) 0.78477(12) 0.4567(2) 0.0204(3) Uani 1 1 d . . . C22 C 0.2061(2) 0.83294(13) 0.3893(2) 0.0204(3) Uani 1 1 d . . . C23 C 0.3380(2) 0.77772(14) 0.3288(2) 0.0264(4) Uani 1 1 d . . . H23 H 0.3413 0.7030 0.3333 0.032 Uiso 1 1 calc R . . C24 C 0.4640(2) 0.83373(15) 0.2622(2) 0.0297(4) Uani 1 1 d . . . H24 H 0.5564 0.7981 0.2212 0.036 Uiso 1 1 calc R . . C25 C 0.4549(2) 0.94218(15) 0.2553(3) 0.0309(4) Uani 1 1 d . . . H25 H 0.5395 0.9818 0.2070 0.037 Uiso 1 1 calc R . . C26 C 0.3205(2) 0.99250(14) 0.3200(3) 0.0270(4) Uani 1 1 d . . . H26 H 0.3150 1.0672 0.3160 0.032 Uiso 1 1 calc R . . N11 N -0.05826(19) 0.84761(10) 0.51030(19) 0.0205(3) Uani 1 1 d . . . N12 N -0.17772(19) 0.78289(11) 0.5593(2) 0.0241(3) Uani 1 1 d . . . N13 N -0.13060(19) 0.68569(11) 0.5340(2) 0.0247(3) Uani 1 1 d . . . N21 N 0.19873(17) 0.93936(11) 0.38766(19) 0.0208(3) Uani 1 1 d . . . N22 N 0.02040(18) 0.68423(11) 0.46978(19) 0.0249(3) Uani 1 1 d . . . O2 O -0.16479(17) 1.01589(11) 0.20296(19) 0.0242(3) Uani 1 1 d . . . Cu1 Cu 0.0000 1.0000 0.5000 0.01977(10) Uani 1 2 d S . . H2A H -0.159(2) 0.9659(17) 0.159(3) 0.015(5) Uiso 1 1 d . . . H2B H -0.118(3) 1.0552(16) 0.151(3) 0.020(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C21 0.0247(8) 0.0186(8) 0.0177(8) -0.0004(6) 0.0022(6) 0.0015(6) C22 0.0216(8) 0.0229(8) 0.0164(7) -0.0009(6) 0.0013(6) 0.0029(6) C23 0.0286(9) 0.0254(8) 0.0251(9) -0.0019(6) 0.0032(7) 0.0065(7) C24 0.0223(9) 0.0388(10) 0.0285(9) -0.0048(7) 0.0054(7) 0.0057(7) C25 0.0245(9) 0.0379(11) 0.0321(10) -0.0026(8) 0.0102(8) -0.0044(8) C26 0.0264(9) 0.0255(9) 0.0309(9) -0.0010(7) 0.0098(7) -0.0040(7) N11 0.0221(7) 0.0187(7) 0.0217(7) -0.0001(5) 0.0067(5) -0.0023(5) N12 0.0267(8) 0.0202(7) 0.0256(7) 0.0007(5) 0.0045(6) -0.0045(5) N13 0.0304(8) 0.0187(7) 0.0254(7) 0.0011(6) 0.0053(6) -0.0026(6) N21 0.0207(7) 0.0211(7) 0.0215(7) -0.0015(5) 0.0064(5) 0.0004(5) N22 0.0308(8) 0.0182(7) 0.0257(8) 0.0000(5) 0.0036(6) 0.0005(6) O2 0.0277(7) 0.0188(7) 0.0276(7) -0.0015(5) 0.0098(5) -0.0017(5) Cu1 0.02047(15) 0.01418(14) 0.02664(16) -0.00088(10) 0.01041(11) -0.00078(10) _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 C21 N22 1.324(2) . ? C21 N11 1.339(2) . ? C21 C22 1.462(2) . ? C22 N21 1.354(2) . ? C22 C23 1.390(2) . ? C23 C24 1.377(3) . ? C23 H23 0.9500 . ? C24 C25 1.381(3) . ? C24 H24 0.9500 . ? C25 C26 1.389(3) . ? C25 H25 0.9500 . ? C26 N21 1.335(2) . ? C26 H26 0.9500 . ? N11 N12 1.3460(19) . ? N11 Cu1 1.9957(13) . ? N12 N13 1.312(2) . ? N13 N22 1.355(2) . ? N21 Cu1 2.0393(14) . ? O2 Cu1 2.4118(14) . ? O2 H2A 0.72(2) . ? O2 H2B 0.76(2) . ? Cu1 N11 1.9957(13) 3_576 ? Cu1 N21 2.0393(14) 3_576 ? Cu1 O2 2.4118(14) 3_576 ? 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 N22 C21 N11 111.57(15) . . ? N22 C21 C22 129.79(15) . . ? N11 C21 C22 118.61(15) . . ? N21 C22 C23 122.39(16) . . ? N21 C22 C21 112.70(14) . . ? C23 C22 C21 124.90(15) . . ? C24 C23 C22 118.46(16) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C23 C24 C25 119.47(17) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C24 C25 C26 119.10(17) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? N21 C26 C25 122.13(16) . . ? N21 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? C21 N11 N12 105.68(13) . . ? C21 N11 Cu1 112.94(11) . . ? N12 N11 Cu1 141.34(12) . . ? N13 N12 N11 108.04(14) . . ? N12 N13 N22 110.42(13) . . ? C26 N21 C22 118.40(15) . . ? C26 N21 Cu1 127.41(12) . . ? C22 N21 Cu1 114.16(11) . . ? C21 N22 N13 104.29(14) . . ? Cu1 O2 H2A 106.1(16) . . ? Cu1 O2 H2B 106.0(15) . . ? H2A O2 H2B 106(2) . . ? N11 Cu1 N11 180.0 3_576 . ? N11 Cu1 N21 81.21(6) 3_576 3_576 ? N11 Cu1 N21 98.79(6) . 3_576 ? N11 Cu1 N21 98.79(6) 3_576 . ? N11 Cu1 N21 81.21(6) . . ? N21 Cu1 N21 180.0 3_576 . ? N11 Cu1 O2 90.83(5) 3_576 3_576 ? N11 Cu1 O2 89.17(5) . 3_576 ? N21 Cu1 O2 91.18(5) 3_576 3_576 ? N21 Cu1 O2 88.82(5) . 3_576 ? N11 Cu1 O2 89.17(5) 3_576 . ? N11 Cu1 O2 90.83(5) . . ? N21 Cu1 O2 88.82(5) 3_576 . ? N21 Cu1 O2 91.18(5) . . ? O2 Cu1 O2 180.0 3_576 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.38 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.472 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.063