# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Antonio Rodriguez-Dieguez' _publ_contact_author_email ANTONIO5@UGR.ES _publ_section_title ; INFLUENCE OF PSEUDOHALIDE LIGANDS ON THE STRUCTURAL VERSATILITY AND PROPERTIES OF NOVEL TERNARY METAL COMPLEXES WITH 1,2,4-TRIAZOLO[1,5-a]PYRIMIDINE ; loop_ _publ_author_name 'Antonio Rodriguez-Dieguez' 'Elisa Barea' 'Ana B Caballero' 'Miguel Quiros' 'Juan M Salas' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 744699' #TrackingRef 'Rodriguez_Dieguez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 N10 S2 Zn' _chemical_formula_weight 421.77 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' Zn Zn 0.2839 1.4301 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3560(8) _cell_length_b 9.8610(9) _cell_length_c 11.2070(10) _cell_angle_alpha 86.6060(14) _cell_angle_beta 71.8330(13) _cell_angle_gamma 71.3910(13) _cell_volume 830.70(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4189 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 25.90 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 1.749 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.843 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8199 _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2914 _reflns_number_gt 2666 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker APEXII' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0516P)^2^+0.1328P] 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 2914 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0323 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0846 _refine_ls_wR_factor_gt 0.0826 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 N1D N 0.2783(3) 0.4117(2) 0.4473(2) 0.0703(6) Uani 1 1 d . . . C2C C 0.2286(3) 0.1216(2) 0.2007(2) 0.0506(5) Uani 1 1 d . . . C2D C 0.2264(3) 0.4822(3) 0.5385(3) 0.0548(6) Uani 1 1 d . . . N1C N 0.3109(3) 0.1685(2) 0.2422(2) 0.0609(5) Uani 1 1 d . . . S3D S 0.15035(11) 0.58182(8) 0.66501(8) 0.0778(2) Uani 1 1 d . . . S3C S 0.11396(11) 0.05789(8) 0.14111(8) 0.0730(2) Uani 1 1 d . . . Zn1 Zn 0.42469(3) 0.27191(3) 0.31090(2) 0.05028(12) Uani 1 1 d . . . N8A N 0.8023(3) -0.0319(2) 0.44325(19) 0.0522(5) Uani 1 1 d . . . N8B N 0.6955(3) 0.5088(2) 0.05699(17) 0.0490(4) Uani 1 1 d . . . N3B N 0.5684(2) 0.36013(19) 0.16765(17) 0.0478(4) Uani 1 1 d . . . N3A N 0.5956(3) 0.1391(2) 0.39208(17) 0.0505(4) Uani 1 1 d . . . N4A N 0.7474(3) -0.0740(2) 0.2559(2) 0.0614(5) Uani 1 1 d . . . N4B N 0.4311(3) 0.6128(2) 0.2212(2) 0.0636(6) Uani 1 1 d . . . C3AA C 0.7143(3) 0.0081(2) 0.3562(2) 0.0478(5) Uani 1 1 d . . . N1A N 0.7427(3) 0.0732(2) 0.5349(2) 0.0663(6) Uani 1 1 d . . . N1B N 0.8015(3) 0.3761(2) 0.0061(2) 0.0752(7) Uani 1 1 d . . . C3AB C 0.5554(3) 0.4992(2) 0.15495(19) 0.0432(5) Uani 1 1 d . . . C7B C 0.7190(4) 0.6365(3) 0.0216(2) 0.0614(6) Uani 1 1 d . . . H7B H 0.8158 0.6428 -0.0449 0.074 Uiso 1 1 calc R . . C5A C 0.8755(4) -0.1979(3) 0.2458(3) 0.0726(8) Uani 1 1 d . . . H5A H 0.9050 -0.2584 0.1762 0.087 Uiso 1 1 calc R . . C2A C 0.6214(4) 0.1713(3) 0.4988(2) 0.0628(6) Uani 1 1 d . . . H2A H 0.5568 0.2581 0.5438 0.075 Uiso 1 1 calc R . . C7A C 0.9310(3) -0.1605(3) 0.4329(3) 0.0644(7) Uani 1 1 d . . . H7A H 0.9892 -0.1886 0.4931 0.077 Uiso 1 1 calc R . . C6A C 0.9695(4) -0.2442(3) 0.3324(3) 0.0709(8) Uani 1 1 d . . . H6A H 1.0580 -0.3326 0.3197 0.085 Uiso 1 1 calc R . . C6B C 0.5962(4) 0.7532(3) 0.0870(3) 0.0638(7) Uani 1 1 d . . . H6B H 0.6053 0.8438 0.0666 0.077 Uiso 1 1 calc R . . C5B C 0.4547(4) 0.7368(3) 0.1860(3) 0.0682(7) Uani 1 1 d . . . H5B H 0.3708 0.8191 0.2305 0.082 Uiso 1 1 calc R . . C2B C 0.7179(4) 0.2933(3) 0.0764(2) 0.0645(7) Uani 1 1 d . . . H2B H 0.7598 0.1942 0.0638 0.077 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 N1D 0.0740(15) 0.0626(13) 0.0616(14) -0.0026(11) -0.0048(11) -0.0195(11) C2C 0.0482(12) 0.0448(12) 0.0570(13) 0.0136(10) -0.0145(11) -0.0162(10) C2D 0.0493(13) 0.0489(13) 0.0647(15) 0.0066(12) -0.0180(12) -0.0140(11) N1C 0.0628(13) 0.0609(12) 0.0708(14) 0.0125(10) -0.0278(11) -0.0303(11) S3D 0.0808(5) 0.0736(5) 0.0777(5) -0.0177(4) -0.0264(4) -0.0175(4) S3C 0.0774(5) 0.0717(4) 0.0895(5) 0.0073(4) -0.0392(4) -0.0376(4) Zn1 0.05328(19) 0.04830(18) 0.05090(19) 0.00564(12) -0.01573(13) -0.01928(13) N8A 0.0547(11) 0.0519(11) 0.0567(11) 0.0109(9) -0.0205(9) -0.0241(9) N8B 0.0524(11) 0.0487(10) 0.0427(10) 0.0033(8) -0.0115(8) -0.0151(9) N3B 0.0528(11) 0.0448(10) 0.0488(10) 0.0047(8) -0.0166(9) -0.0191(8) N3A 0.0582(11) 0.0497(10) 0.0488(10) 0.0034(8) -0.0206(9) -0.0203(9) N4A 0.0524(12) 0.0712(14) 0.0614(12) -0.0125(10) -0.0139(10) -0.0216(11) N4B 0.0597(12) 0.0485(11) 0.0616(13) 0.0065(9) -0.0037(10) -0.0044(10) C3AA 0.0460(12) 0.0522(12) 0.0502(12) 0.0074(10) -0.0134(10) -0.0245(10) N1A 0.0842(16) 0.0632(13) 0.0613(13) 0.0046(11) -0.0367(12) -0.0229(12) N1B 0.0830(16) 0.0573(13) 0.0553(13) -0.0017(10) 0.0097(11) -0.0115(12) C3AB 0.0445(11) 0.0483(12) 0.0401(11) 0.0056(9) -0.0166(9) -0.0165(9) C7B 0.0667(16) 0.0656(16) 0.0591(15) 0.0216(12) -0.0195(12) -0.0336(13) C5A 0.0530(15) 0.0735(18) 0.085(2) -0.0208(15) -0.0072(14) -0.0207(14) C2A 0.0806(18) 0.0557(14) 0.0584(15) 0.0005(12) -0.0302(13) -0.0213(13) C7A 0.0541(14) 0.0607(15) 0.0852(19) 0.0222(14) -0.0265(13) -0.0259(12) C6A 0.0452(13) 0.0574(15) 0.103(2) 0.0029(16) -0.0121(15) -0.0175(12) C6B 0.0873(19) 0.0473(13) 0.0643(16) 0.0126(12) -0.0313(14) -0.0252(13) C5B 0.0843(19) 0.0440(13) 0.0587(15) 0.0037(11) -0.0159(14) -0.0031(13) C2B 0.0840(18) 0.0460(13) 0.0516(14) -0.0048(11) -0.0084(13) -0.0158(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1D C2D 1.154(3) . ? N1D Zn1 1.934(2) . ? C2C N1C 1.154(3) . ? C2C S3C 1.609(3) . ? C2D S3D 1.607(3) . ? N1C Zn1 1.925(2) . ? Zn1 N3A 2.0146(18) . ? Zn1 N3B 2.0186(18) . ? N8A C7A 1.360(3) . ? N8A N1A 1.362(3) . ? N8A C3AA 1.365(3) . ? N8B C7B 1.353(3) . ? N8B C3AB 1.357(3) . ? N8B N1B 1.362(3) . ? N3B C2B 1.341(3) . ? N3B C3AB 1.343(3) . ? N3A C3AA 1.345(3) . ? N3A C2A 1.351(3) . ? N4A C5A 1.326(3) . ? N4A C3AA 1.330(3) . ? N4B C5B 1.318(3) . ? N4B C3AB 1.327(3) . ? N1A C2A 1.308(3) . ? N1B C2B 1.311(3) . ? C7B C6B 1.338(4) . ? C5A C6A 1.400(4) . ? C7A C6A 1.330(4) . ? C6B C5B 1.393(4) . ? 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 C2D N1D Zn1 163.4(2) . . ? N1C C2C S3C 179.1(2) . . ? N1D C2D S3D 178.8(2) . . ? C2C N1C Zn1 172.1(2) . . ? N1C Zn1 N1D 118.10(10) . . ? N1C Zn1 N3A 111.15(8) . . ? N1D Zn1 N3A 100.84(9) . . ? N1C Zn1 N3B 108.02(8) . . ? N1D Zn1 N3B 111.07(8) . . ? N3A Zn1 N3B 107.06(8) . . ? C7A N8A N1A 127.7(2) . . ? C7A N8A C3AA 121.7(2) . . ? N1A N8A C3AA 110.56(19) . . ? C7B N8B C3AB 121.7(2) . . ? C7B N8B N1B 127.8(2) . . ? C3AB N8B N1B 110.49(19) . . ? C2B N3B C3AB 103.56(19) . . ? C2B N3B Zn1 127.94(16) . . ? C3AB N3B Zn1 127.48(16) . . ? C3AA N3A C2A 103.41(19) . . ? C3AA N3A Zn1 131.73(15) . . ? C2A N3A Zn1 124.77(17) . . ? C5A N4A C3AA 114.5(2) . . ? C5B N4B C3AB 115.0(2) . . ? N4A C3AA N3A 129.0(2) . . ? N4A C3AA N8A 123.1(2) . . ? N3A C3AA N8A 107.9(2) . . ? C2A N1A N8A 102.1(2) . . ? C2B N1B N8B 101.9(2) . . ? N4B C3AB N3B 129.1(2) . . ? N4B C3AB N8B 122.9(2) . . ? N3B C3AB N8B 108.01(19) . . ? C6B C7B N8B 116.8(2) . . ? N4A C5A C6A 124.6(3) . . ? N1A C2A N3A 116.0(2) . . ? C6A C7A N8A 116.6(3) . . ? C7A C6A C5A 119.4(3) . . ? C7B C6B C5B 119.0(2) . . ? N4B C5B C6B 124.6(2) . . ? N1B C2B N3B 116.0(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.264 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.057 data_compound2 _database_code_depnum_ccdc_archive 'CCDC 744700' #TrackingRef 'Rodriguez_Dieguez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H20 N20 Ni2 O2 S4' _chemical_formula_sum 'C24 H20 N20 Ni2 O2 S4' _chemical_formula_weight 866.26 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 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 12.3178(8) _cell_length_b 12.8907(8) _cell_length_c 12.1015(8) _cell_angle_alpha 90.00 _cell_angle_beta 115.818(1) _cell_angle_gamma 90.00 _cell_volume 1729.73(19) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2706 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 22.4 _exptl_crystal_description planar _exptl_crystal_colour light_blue _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.389 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.697 _exptl_absorpt_correction_T_max 0.921 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number 106 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.4 _diffrn_reflns_number 19963 _diffrn_reflns_av_R_equivalents 0.0556 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 28.28 _reflns_number_total 4078 _reflns_number_gt 2840 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1999)' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Xtal_GX (Hall & du Boulay, 1997)' _computing_publication_material SHELXL-97 _publ_section_references ; Bruker (1999). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Winsconsin, USA. Hall, S.R. & du Boulay, D. (1997). Xtal_GX. University of Western Australia, Perth, Australia. Sheldrick, G.M. (1997). SHELXL97. University of G\"ottingen, Germany. ; _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^)+(0.0400P)^2^+1.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4078 _refine_ls_number_parameters 244 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0751 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1058 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.028 _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 Ni1 Ni 0.5000 0.5000 0.5000 0.02414(13) Uani 1 2 d S . . Ni2 Ni 0.0000 0.5000 0.5000 0.02757(14) Uani 1 2 d S . . N1A N 0.1276(2) 0.48209(19) 0.4258(2) 0.0328(6) Uani 1 1 d . . . C2A C 0.2429(2) 0.5024(2) 0.4870(3) 0.0332(7) Uani 1 1 d . . . H2A H 0.2758 0.5265 0.5674 0.040 Uiso 1 1 d R . . N3A N 0.3112(2) 0.48647(18) 0.4267(2) 0.0285(5) Uani 1 1 d . . . C3AA C 0.2306(2) 0.4529(2) 0.3162(2) 0.0275(6) Uani 1 1 d . . . N4A N 0.2492(2) 0.4271(2) 0.2192(2) 0.0359(6) Uani 1 1 d . . . C5A C 0.1526(3) 0.3943(3) 0.1220(3) 0.0490(9) Uani 1 1 d . . . H5A H 0.1621 0.3741 0.0529 0.059 Uiso 1 1 d R . . C6A C 0.0375(3) 0.3885(3) 0.1172(3) 0.0503(9) Uani 1 1 d . . . H6A H -0.0270 0.3647 0.0465 0.060 Uiso 1 1 d R . . C7A C 0.0201(3) 0.4174(3) 0.2154(3) 0.0420(8) Uani 1 1 d . . . H7A H -0.0558 0.4156 0.2145 0.050 Uiso 1 1 d R . . N8A N 0.1194(2) 0.44930(18) 0.3156(2) 0.0286(5) Uani 1 1 d . . . N1B N 0.4932(3) 0.7925(2) 0.3297(3) 0.0508(8) Uani 1 1 d . . . C2B C 0.5209(3) 0.6948(3) 0.3583(3) 0.0422(8) Uani 1 1 d . . . H2B H 0.5639 0.6567 0.3253 0.051 Uiso 1 1 d R . . N3B N 0.4840(2) 0.65235(18) 0.4381(2) 0.0297(5) Uani 1 1 d . . . C3AB C 0.4286(3) 0.7310(2) 0.4635(3) 0.0315(7) Uani 1 1 d . . . N4B N 0.3776(2) 0.7331(2) 0.5408(2) 0.0387(6) Uani 1 1 d . . . C5B C 0.3292(3) 0.8230(3) 0.5479(3) 0.0521(9) Uani 1 1 d . . . H5B H 0.2918 0.8277 0.5999 0.063 Uiso 1 1 d R . . C6B C 0.3309(4) 0.9117(3) 0.4817(4) 0.0580(10) Uani 1 1 d . . . H6B H 0.2955 0.9729 0.4905 0.070 Uiso 1 1 d R . . C7B C 0.3841(3) 0.9077(3) 0.4053(3) 0.0515(9) Uani 1 1 d . . . H7B H 0.3868 0.9651 0.3600 0.062 Uiso 1 1 d R . . N8B N 0.4334(2) 0.81608(19) 0.3980(2) 0.0386(6) Uani 1 1 d . . . N1T N 0.0802(2) 0.6376(2) 0.5773(3) 0.0428(7) Uani 1 1 d . . . C1T C 0.1076(3) 0.7103(2) 0.6385(3) 0.0358(7) Uani 1 1 d . . . S1 S 0.14719(11) 0.81142(8) 0.72705(10) 0.0657(3) Uani 1 1 d . . . N2T N 0.1186(2) 0.4252(2) 0.6569(2) 0.0432(7) Uani 1 1 d . . . C2T C 0.1839(3) 0.3811(2) 0.7412(3) 0.0408(8) Uani 1 1 d . . . S2 S 0.27801(12) 0.32036(8) 0.86398(11) 0.0856(4) Uani 1 1 d . . . O1W O 0.49864(19) 0.45490(17) 0.33360(19) 0.0327(5) Uani 1 1 d D . . H11W H 0.4300(14) 0.444(3) 0.282(2) 0.039 Uiso 1 1 d D . . H12W H 0.528(3) 0.3974(13) 0.338(3) 0.039 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 Ni1 0.0247(3) 0.0250(3) 0.0249(3) 0.0011(2) 0.0128(2) 0.0016(2) Ni2 0.0245(3) 0.0303(3) 0.0279(3) -0.0033(2) 0.0113(2) -0.0030(2) N1A 0.0289(13) 0.0433(16) 0.0269(12) -0.0053(11) 0.0129(10) -0.0043(11) C2A 0.0280(15) 0.0438(18) 0.0283(15) -0.0069(13) 0.0127(12) -0.0040(13) N3A 0.0272(12) 0.0316(14) 0.0277(12) -0.0002(10) 0.0129(10) -0.0007(10) C3AA 0.0299(15) 0.0246(14) 0.0307(15) 0.0019(12) 0.0156(12) 0.0017(12) N4A 0.0400(14) 0.0388(15) 0.0329(14) -0.0030(11) 0.0196(12) -0.0008(12) C5A 0.056(2) 0.058(2) 0.0354(19) -0.0090(16) 0.0226(17) -0.0063(18) C6A 0.048(2) 0.066(2) 0.0329(18) -0.0132(16) 0.0136(16) -0.0157(18) C7A 0.0319(16) 0.053(2) 0.0361(18) -0.0051(15) 0.0103(14) -0.0125(15) N8A 0.0274(12) 0.0306(13) 0.0267(12) 0.0008(10) 0.0108(10) -0.0022(10) N1B 0.081(2) 0.0355(16) 0.0484(18) 0.0039(13) 0.0401(17) -0.0025(15) C2B 0.058(2) 0.0378(19) 0.0419(19) 0.0020(15) 0.0315(17) -0.0013(16) N3B 0.0330(13) 0.0286(13) 0.0296(13) 0.0025(10) 0.0156(11) -0.0004(10) C3AB 0.0301(15) 0.0288(16) 0.0299(16) 0.0029(12) 0.0079(12) -0.0016(12) N4B 0.0443(15) 0.0369(15) 0.0382(15) 0.0029(12) 0.0212(12) 0.0073(12) C5B 0.057(2) 0.048(2) 0.057(2) 0.0007(18) 0.0306(19) 0.0138(18) C6B 0.068(3) 0.036(2) 0.065(3) 0.0013(18) 0.024(2) 0.0168(18) C7B 0.071(3) 0.0276(18) 0.048(2) 0.0068(15) 0.0193(19) 0.0056(17) N8B 0.0514(17) 0.0300(14) 0.0321(14) 0.0050(11) 0.0161(13) 0.0002(12) N1T 0.0463(16) 0.0395(16) 0.0465(16) -0.0109(14) 0.0239(13) -0.0108(13) C1T 0.0367(17) 0.0360(18) 0.0339(17) 0.0032(14) 0.0147(14) -0.0026(14) S1 0.0897(8) 0.0433(6) 0.0569(6) -0.0203(5) 0.0253(6) -0.0104(5) N2T 0.0373(15) 0.0509(18) 0.0381(16) 0.0058(13) 0.0133(13) 0.0042(13) C2T 0.0397(18) 0.0331(18) 0.046(2) -0.0083(15) 0.0149(15) -0.0006(14) S2 0.0924(9) 0.0459(6) 0.0624(7) 0.0052(5) -0.0186(6) 0.0153(6) O1W 0.0372(12) 0.0328(12) 0.0316(11) -0.0050(10) 0.0182(9) 0.0005(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 Ni1 N3B 2.080(2) . ? Ni1 N3B 2.080(2) 3_666 ? Ni1 O1W 2.089(2) 3_666 ? Ni1 O1W 2.089(2) . ? Ni1 N3A 2.105(2) 3_666 ? Ni1 N3A 2.105(2) . ? Ni2 N1T 2.048(3) . ? Ni2 N1T 2.048(3) 3_566 ? Ni2 N2T 2.062(3) 3_566 ? Ni2 N2T 2.062(3) . ? Ni2 N1A 2.135(2) . ? Ni2 N1A 2.135(2) 3_566 ? N1A C2A 1.311(3) . ? N1A N8A 1.361(3) . ? C2A N3A 1.347(3) . ? C2A H2A 0.9300 . ? N3A C3AA 1.343(3) . ? C3AA N4A 1.333(4) . ? C3AA N8A 1.367(4) . ? N4A C5A 1.326(4) . ? C5A C6A 1.396(5) . ? C5A H5A 0.9300 . ? C6A C7A 1.348(5) . ? C6A H6A 0.9300 . ? C7A N8A 1.358(4) . ? C7A H7A 0.9300 . ? N1B C2B 1.312(4) . ? N1B N8B 1.360(4) . ? C2B N3B 1.349(4) . ? C2B H2B 0.9300 . ? N3B C3AB 1.331(4) . ? C3AB N4B 1.334(4) . ? C3AB N8B 1.369(4) . ? N4B C5B 1.323(4) . ? C5B C6B 1.400(5) . ? C5B H5B 0.9300 . ? C6B C7B 1.348(5) . ? C6B H6B 0.9300 . ? C7B N8B 1.348(4) . ? C7B H7B 0.9300 . ? N1T C1T 1.150(4) . ? C1T S1 1.622(3) . ? N2T C2T 1.138(4) . ? C2T S2 1.632(4) . ? O1W H11W 0.815(10) . ? O1W H12W 0.816(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 N3B Ni1 N3B 180.0 . 3_666 ? N3B Ni1 O1W 92.52(9) . 3_666 ? N3B Ni1 O1W 87.48(9) 3_666 3_666 ? N3B Ni1 O1W 87.47(9) . . ? N3B Ni1 O1W 92.53(9) 3_666 . ? O1W Ni1 O1W 180.0 3_666 . ? N3B Ni1 N3A 89.30(9) . 3_666 ? N3B Ni1 N3A 90.70(9) 3_666 3_666 ? O1W Ni1 N3A 91.56(9) 3_666 3_666 ? O1W Ni1 N3A 88.45(9) . 3_666 ? N3B Ni1 N3A 90.71(9) . . ? N3B Ni1 N3A 89.30(9) 3_666 . ? O1W Ni1 N3A 88.44(9) 3_666 . ? O1W Ni1 N3A 91.55(9) . . ? N3A Ni1 N3A 180.0 3_666 . ? N1T Ni2 N1T 180.0 . 3_566 ? N1T Ni2 N2T 91.30(11) . 3_566 ? N1T Ni2 N2T 88.70(11) 3_566 3_566 ? N1T Ni2 N2T 88.70(11) . . ? N1T Ni2 N2T 91.30(11) 3_566 . ? N2T Ni2 N2T 179.998(1) 3_566 . ? N1T Ni2 N1A 89.36(10) . . ? N1T Ni2 N1A 90.64(10) 3_566 . ? N2T Ni2 N1A 91.13(10) 3_566 . ? N2T Ni2 N1A 88.87(10) . . ? N1T Ni2 N1A 90.64(10) . 3_566 ? N1T Ni2 N1A 89.36(10) 3_566 3_566 ? N2T Ni2 N1A 88.87(10) 3_566 3_566 ? N2T Ni2 N1A 91.13(10) . 3_566 ? N1A Ni2 N1A 180.0 . 3_566 ? C2A N1A N8A 102.4(2) . . ? C2A N1A Ni2 123.79(19) . . ? N8A N1A Ni2 133.82(18) . . ? N1A C2A N3A 116.2(2) . . ? N1A C2A H2A 121.9 . . ? N3A C2A H2A 121.9 . . ? C3AA N3A C2A 102.9(2) . . ? C3AA N3A Ni1 130.38(19) . . ? C2A N3A Ni1 126.47(18) . . ? N4A C3AA N3A 128.4(3) . . ? N4A C3AA N8A 122.9(3) . . ? N3A C3AA N8A 108.7(2) . . ? C5A N4A C3AA 115.4(3) . . ? N4A C5A C6A 123.8(3) . . ? N4A C5A H5A 118.1 . . ? C6A C5A H5A 118.1 . . ? C7A C6A C5A 119.8(3) . . ? C7A C6A H6A 120.1 . . ? C5A C6A H6A 120.1 . . ? C6A C7A N8A 116.3(3) . . ? C6A C7A H7A 121.8 . . ? N8A C7A H7A 121.9 . . ? C7A N8A N1A 128.5(2) . . ? C7A N8A C3AA 121.7(2) . . ? N1A N8A C3AA 109.8(2) . . ? C2B N1B N8B 101.6(3) . . ? N1B C2B N3B 116.6(3) . . ? N1B C2B H2B 121.6 . . ? N3B C2B H2B 121.7 . . ? C3AB N3B C2B 102.9(2) . . ? C3AB N3B Ni1 127.86(19) . . ? C2B N3B Ni1 129.2(2) . . ? N3B C3AB N4B 128.5(3) . . ? N3B C3AB N8B 108.7(3) . . ? N4B C3AB N8B 122.8(3) . . ? C5B N4B C3AB 115.2(3) . . ? N4B C5B C6B 123.9(3) . . ? N4B C5B H5B 118.1 . . ? C6B C5B H5B 118.0 . . ? C7B C6B C5B 119.6(3) . . ? C7B C6B H6B 120.2 . . ? C5B C6B H6B 120.2 . . ? N8B C7B C6B 116.5(3) . . ? N8B C7B H7B 121.7 . . ? C6B C7B H7B 121.8 . . ? C7B N8B N1B 127.9(3) . . ? C7B N8B C3AB 122.0(3) . . ? N1B N8B C3AB 110.2(3) . . ? C1T N1T Ni2 161.5(3) . . ? N1T C1T S1 178.9(3) . . ? C2T N2T Ni2 177.7(3) . . ? N2T C2T S2 178.6(3) . . ? Ni1 O1W H11W 111(2) . . ? Ni1 O1W H12W 112(2) . . ? H11W O1W H12W 100(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11W N4A 0.815(10) 2.028(17) 2.789(3) 155(3) . O1W H12W N4B 0.816(10) 2.20(2) 2.914(3) 146(3) 3_666 _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.495 _refine_diff_density_min -0.557 _refine_diff_density_rms 0.069 data_compound3 _database_code_depnum_ccdc_archive 'CCDC 744701' #TrackingRef 'Rodriguez_Dieguez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 Co2 N20 O2 S4' _chemical_formula_weight 866.70 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_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 12.510(3) _cell_length_b 12.902(3) _cell_length_c 12.175(3) _cell_angle_alpha 90.00 _cell_angle_beta 116.431(3) _cell_angle_gamma 90.00 _cell_volume 1759.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1470 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 23.38 _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 1.238 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.642 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16630 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3038 _reflns_number_gt 2373 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker APEXII' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0355P)^2^+0.9317P] 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 3038 _refine_ls_number_parameters 244 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0911 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.060 _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 Co1 Co 0.5000 0.5000 0.5000 0.02308(15) Uani 1 2 d S . . Co2 Co 0.0000 0.5000 0.5000 0.02648(16) Uani 1 2 d S . . N1A N 0.1275(2) 0.4821(2) 0.4260(2) 0.0358(6) Uani 1 1 d . . . C2A C 0.2429(3) 0.5024(2) 0.4868(3) 0.0366(7) Uani 1 1 d . . . H2A H 0.2758 0.5265 0.5673 0.044 Uiso 1 1 d R . . N3A N 0.3111(2) 0.48644(18) 0.4267(2) 0.0312(6) Uani 1 1 d . . . C3AA C 0.2306(3) 0.4528(2) 0.3161(3) 0.0291(7) Uani 1 1 d . . . N4A N 0.2491(2) 0.4271(2) 0.2192(2) 0.0387(6) Uani 1 1 d . . . C5A C 0.1526(3) 0.3946(3) 0.1218(3) 0.0518(10) Uani 1 1 d . . . H5A H 0.1621 0.3744 0.0528 0.062 Uiso 1 1 d R . . C6A C 0.0376(3) 0.3886(3) 0.1171(3) 0.0536(10) Uani 1 1 d . . . H6A H -0.0269 0.3648 0.0464 0.064 Uiso 1 1 d R . . C7A C 0.0199(3) 0.4175(3) 0.2155(3) 0.0454(9) Uani 1 1 d . . . H7A H -0.0560 0.4157 0.2146 0.055 Uiso 1 1 d R . . N8A N 0.1196(2) 0.44928(19) 0.3155(2) 0.0312(6) Uani 1 1 d . . . N1B N 0.4933(3) 0.7925(2) 0.3296(3) 0.0545(8) Uani 1 1 d . . . C2B C 0.5210(3) 0.6947(3) 0.3580(3) 0.0451(9) Uani 1 1 d . . . H2B H 0.5640 0.6566 0.3251 0.054 Uiso 1 1 d R . . N3B N 0.4841(2) 0.65237(19) 0.4382(2) 0.0326(6) Uani 1 1 d . . . C3AB C 0.4285(3) 0.7312(2) 0.4636(3) 0.0341(7) Uani 1 1 d . . . N4B N 0.3775(2) 0.7333(2) 0.5407(2) 0.0421(7) Uani 1 1 d . . . C5B C 0.3292(3) 0.8230(3) 0.5479(3) 0.0554(10) Uani 1 1 d . . . H5B H 0.2919 0.8276 0.5999 0.067 Uiso 1 1 d R . . C6B C 0.3307(4) 0.9116(3) 0.4816(4) 0.0615(11) Uani 1 1 d . . . H6B H 0.2954 0.9728 0.4903 0.074 Uiso 1 1 d R . . C7B C 0.3842(4) 0.9078(3) 0.4054(3) 0.0548(10) Uani 1 1 d . . . H7B H 0.3869 0.9652 0.3601 0.066 Uiso 1 1 d R . . N8B N 0.4335(3) 0.8160(2) 0.3982(2) 0.0415(7) Uani 1 1 d . . . N1T N 0.0802(3) 0.6374(2) 0.5772(3) 0.0464(7) Uani 1 1 d . . . C1T C 0.1079(3) 0.7103(3) 0.6387(3) 0.0391(8) Uani 1 1 d . . . S1 S 0.14715(11) 0.81137(8) 0.72709(10) 0.0697(3) Uani 1 1 d . . . N2T N 0.1185(2) 0.4252(2) 0.6569(3) 0.0467(7) Uani 1 1 d . . . C2T C 0.1842(3) 0.3809(3) 0.7415(3) 0.0433(8) Uani 1 1 d . . . S2 S 0.27788(12) 0.32031(9) 0.86398(11) 0.0905(5) Uani 1 1 d . . . O1W O 0.4986(2) 0.45490(17) 0.33351(19) 0.0360(5) Uani 1 1 d D . . H11W H 0.4299(14) 0.442(3) 0.282(2) 0.043 Uiso 1 1 d D . . H12W H 0.529(3) 0.3972(13) 0.340(3) 0.043 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 Co1 0.0241(3) 0.0234(3) 0.0233(3) 0.0011(2) 0.0120(2) 0.0016(2) Co2 0.0239(3) 0.0287(3) 0.0263(3) -0.0033(2) 0.0107(2) -0.0029(2) N1A 0.0319(14) 0.0459(17) 0.0295(14) -0.0060(12) 0.0135(11) -0.0049(12) C2A 0.0319(17) 0.046(2) 0.0310(17) -0.0067(14) 0.0134(14) -0.0037(14) N3A 0.0302(13) 0.0347(15) 0.0297(13) 0.0000(11) 0.0141(11) 0.0004(11) C3AA 0.0318(16) 0.0261(15) 0.0312(16) 0.0012(13) 0.0158(13) 0.0019(13) N4A 0.0428(16) 0.0408(16) 0.0352(15) -0.0039(12) 0.0198(13) -0.0011(13) C5A 0.060(2) 0.059(2) 0.038(2) -0.0080(17) 0.0233(18) -0.0065(19) C6A 0.052(2) 0.068(3) 0.035(2) -0.0129(18) 0.0143(17) -0.0157(19) C7A 0.0360(19) 0.056(2) 0.039(2) -0.0051(16) 0.0117(15) -0.0120(16) N8A 0.0304(14) 0.0334(14) 0.0278(13) -0.0003(11) 0.0112(11) -0.0034(11) N1B 0.087(2) 0.0384(18) 0.0507(19) 0.0042(14) 0.0421(18) -0.0022(16) C2B 0.062(2) 0.039(2) 0.044(2) 0.0024(16) 0.0329(18) -0.0007(17) N3B 0.0373(15) 0.0313(14) 0.0319(14) 0.0027(11) 0.0177(12) 0.0000(12) C3AB 0.0335(17) 0.0312(17) 0.0314(17) 0.0026(13) 0.0089(14) -0.0012(14) N4B 0.0489(17) 0.0390(16) 0.0414(16) 0.0027(13) 0.0228(14) 0.0074(13) C5B 0.062(3) 0.050(2) 0.061(2) 0.0017(19) 0.033(2) 0.0148(19) C6B 0.073(3) 0.038(2) 0.068(3) 0.0010(19) 0.026(2) 0.0173(19) C7B 0.076(3) 0.030(2) 0.050(2) 0.0064(16) 0.020(2) 0.0062(18) N8B 0.0564(18) 0.0309(15) 0.0349(15) 0.0054(12) 0.0181(14) 0.0002(13) N1T 0.0498(18) 0.0424(17) 0.0499(18) -0.0112(15) 0.0248(14) -0.0113(14) C1T 0.0398(19) 0.0384(19) 0.0368(18) 0.0038(15) 0.0150(15) -0.0029(15) S1 0.0954(9) 0.0457(6) 0.0596(7) -0.0202(5) 0.0269(6) -0.0106(6) N2T 0.0411(17) 0.0541(19) 0.0408(17) 0.0051(14) 0.0145(14) 0.0040(14) C2T 0.043(2) 0.0351(19) 0.047(2) -0.0081(16) 0.0155(17) 0.0001(16) S2 0.0974(10) 0.0483(7) 0.0651(7) 0.0054(5) -0.0185(6) 0.0157(6) O1W 0.0408(13) 0.0352(12) 0.0343(12) -0.0048(11) 0.0188(10) 0.0005(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N3B 2.083(2) 3_666 ? Co1 N3B 2.083(2) . ? Co1 O1W 2.101(2) . ? Co1 O1W 2.101(2) 3_666 ? Co1 N3A 2.129(2) . ? Co1 N3A 2.129(2) 3_666 ? Co2 N1T 2.048(3) 3_566 ? Co2 N1T 2.048(3) . ? Co2 N2T 2.063(3) . ? Co2 N2T 2.063(3) 3_566 ? Co2 N1A 2.166(3) 3_566 ? Co2 N1A 2.166(3) . ? N1A C2A 1.323(4) . ? N1A N8A 1.371(3) . ? C2A N3A 1.365(4) . ? C2A H2A 0.9309 . ? N3A C3AA 1.345(4) . ? C3AA N4A 1.341(4) . ? C3AA N8A 1.386(4) . ? N4A C5A 1.329(4) . ? C5A C6A 1.416(5) . ? C5A H5A 0.9369 . ? C6A C7A 1.364(5) . ? C6A H6A 0.9315 . ? C7A N8A 1.362(4) . ? C7A H7A 0.9445 . ? N1B C2B 1.314(4) . ? N1B N8B 1.381(4) . ? C2B N3B 1.365(4) . ? C2B H2B 0.9404 . ? N3B C3AB 1.344(4) . ? C3AB N4B 1.350(4) . ? C3AB N8B 1.371(4) . ? N4B C5B 1.325(4) . ? C5B C6B 1.405(5) . ? C5B H5B 0.9421 . ? C6B C7B 1.365(5) . ? C6B H6B 0.9349 . ? C7B N8B 1.355(4) . ? C7B H7B 0.9329 . ? N1T C1T 1.155(4) . ? C1T S1 1.621(4) . ? N2T C2T 1.144(4) . ? C2T S2 1.629(4) . ? O1W H11W 0.823(10) . ? O1W H12W 0.822(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 N3B Co1 N3B 180.0 3_666 . ? N3B Co1 O1W 92.62(9) 3_666 . ? N3B Co1 O1W 87.38(9) . . ? N3B Co1 O1W 87.38(9) 3_666 3_666 ? N3B Co1 O1W 92.62(9) . 3_666 ? O1W Co1 O1W 180.000(1) . 3_666 ? N3B Co1 N3A 89.05(9) 3_666 . ? N3B Co1 N3A 90.95(9) . . ? O1W Co1 N3A 92.39(9) . . ? O1W Co1 N3A 87.61(9) 3_666 . ? N3B Co1 N3A 90.95(9) 3_666 3_666 ? N3B Co1 N3A 89.05(9) . 3_666 ? O1W Co1 N3A 87.61(9) . 3_666 ? O1W Co1 N3A 92.39(9) 3_666 3_666 ? N3A Co1 N3A 180.00(14) . 3_666 ? N1T Co2 N1T 180.00(8) 3_566 . ? N1T Co2 N2T 91.35(11) 3_566 . ? N1T Co2 N2T 88.65(11) . . ? N1T Co2 N2T 88.65(11) 3_566 3_566 ? N1T Co2 N2T 91.35(11) . 3_566 ? N2T Co2 N2T 180.0 . 3_566 ? N1T Co2 N1A 89.00(10) 3_566 3_566 ? N1T Co2 N1A 91.00(10) . 3_566 ? N2T Co2 N1A 91.37(10) . 3_566 ? N2T Co2 N1A 88.63(10) 3_566 3_566 ? N1T Co2 N1A 91.00(10) 3_566 . ? N1T Co2 N1A 89.00(10) . . ? N2T Co2 N1A 88.63(10) . . ? N2T Co2 N1A 91.37(10) 3_566 . ? N1A Co2 N1A 180.0 3_566 . ? C2A N1A N8A 101.3(2) . . ? C2A N1A Co2 124.6(2) . . ? N8A N1A Co2 134.12(18) . . ? N1A C2A N3A 117.2(3) . . ? N1A C2A H2A 121.1 . . ? N3A C2A H2A 121.7 . . ? C3AA N3A C2A 102.5(2) . . ? C3AA N3A Co1 130.1(2) . . ? C2A N3A Co1 127.23(19) . . ? N4A C3AA N3A 127.9(3) . . ? N4A C3AA N8A 123.5(3) . . ? N3A C3AA N8A 108.6(2) . . ? C5A N4A C3AA 114.8(3) . . ? N4A C5A C6A 123.8(3) . . ? N4A C5A H5A 117.4 . . ? C6A C5A H5A 118.7 . . ? C7A C6A C5A 120.6(3) . . ? C7A C6A H6A 119.3 . . ? C5A C6A H6A 120.1 . . ? N8A C7A C6A 115.2(3) . . ? N8A C7A H7A 122.3 . . ? C6A C7A H7A 122.6 . . ? C7A N8A N1A 127.4(3) . . ? C7A N8A C3AA 122.1(3) . . ? N1A N8A C3AA 110.5(2) . . ? C2B N1B N8B 101.7(3) . . ? N1B C2B N3B 116.0(3) . . ? N1B C2B H2B 121.6 . . ? N3B C2B H2B 122.4 . . ? C3AB N3B C2B 103.7(3) . . ? C3AB N3B Co1 127.4(2) . . ? C2B N3B Co1 128.9(2) . . ? N3B C3AB N4B 129.0(3) . . ? N3B C3AB N8B 108.0(3) . . ? N4B C3AB N8B 123.0(3) . . ? C5B N4B C3AB 115.7(3) . . ? N4B C5B C6B 123.3(4) . . ? N4B C5B H5B 118.5 . . ? C6B C5B H5B 118.2 . . ? C7B C6B C5B 119.8(3) . . ? C7B C6B H6B 120.5 . . ? C5B C6B H6B 119.6 . . ? N8B C7B C6B 116.7(3) . . ? N8B C7B H7B 121.2 . . ? C6B C7B H7B 122.0 . . ? C7B N8B C3AB 121.4(3) . . ? C7B N8B N1B 128.0(3) . . ? C3AB N8B N1B 110.6(3) . . ? C1T N1T Co2 161.3(3) . . ? N1T C1T S1 179.0(3) . . ? C2T N2T Co2 177.7(3) . . ? N2T C2T S2 178.6(3) . . ? Co1 O1W H11W 110(2) . . ? Co1 O1W H12W 111(2) . . ? H11W O1W H12W 100(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11W N4A 0.823(10) 2.051(17) 2.819(4) 155(3) . O1W H12W N4B 0.822(10) 2.19(2) 2.921(3) 147(3) 3_666 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.327 _refine_diff_density_min -0.552 _refine_diff_density_rms 0.057 data_compound4 _database_code_depnum_ccdc_archive 'CCDC 744702' #TrackingRef 'Rodriguez_Dieguez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 Cd N10 S2' _chemical_formula_weight 468.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'A b a 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1, z+1/2' '-x+1/2, y+1, z+1/2' _cell_length_a 8.3799(19) _cell_length_b 19.526(4) _cell_length_c 10.357(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1694.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1482 _cell_measurement_theta_min 3.20 _cell_measurement_theta_max 23.93 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 1.554 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.661 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4277 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1415 _reflns_number_gt 1178 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker APEXII' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0284P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(5) _refine_ls_number_reflns 1415 _refine_ls_number_parameters 114 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0310 _refine_ls_R_factor_gt 0.0238 _refine_ls_wR_factor_ref 0.0579 _refine_ls_wR_factor_gt 0.0546 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.002 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 Cd1 Cd 0.5000 1.0000 0.38326(8) 0.02895(12) Uani 1 2 d S . . N1 N 0.1600(7) 0.9521(3) 0.0591(5) 0.0340(14) Uani 1 1 d . . . C2 C 0.2527(17) 0.98709(18) 0.1360(13) 0.0423(11) Uani 1 1 d . . . H2 H 0.2584 1.0346 0.1323 0.051 Uiso 1 1 calc R . . N3 N 0.3399(7) 0.9505(3) 0.2214(5) 0.0390(16) Uani 1 1 d . . . C3A C 0.3017(8) 0.8854(4) 0.1921(6) 0.0310(16) Uani 1 1 d . . . N4 N 0.3534(8) 0.8282(3) 0.2472(5) 0.0452(15) Uani 1 1 d . . . C5 C 0.2908(11) 0.7717(4) 0.2028(8) 0.057(2) Uani 1 1 d . . . H5 H 0.3223 0.7305 0.2401 0.068 Uiso 1 1 calc R . . C6 C 0.1791(12) 0.7694(4) 0.1023(7) 0.051(2) Uani 1 1 d . . . H6 H 0.1400 0.7276 0.0735 0.061 Uiso 1 1 calc R . . C7 C 0.1277(9) 0.8292(4) 0.0467(7) 0.0470(19) Uani 1 1 d . . . H7 H 0.0534 0.8299 -0.0201 0.056 Uiso 1 1 calc R . . N8 N 0.1921(8) 0.8868(3) 0.0953(5) 0.0365(14) Uani 1 1 d . . . N1B N 0.6713(3) 0.91157(15) 0.3919(8) 0.0470(8) Uani 1 1 d . . . C2B C 0.8047(4) 0.89659(17) 0.3939(8) 0.0349(9) Uani 1 1 d . . . S3B S 0.98996(10) 0.87384(8) 0.3933(5) 0.0611(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02373(18) 0.03770(19) 0.02543(19) 0.000 0.000 0.00131(15) N1 0.044(4) 0.025(3) 0.034(3) 0.002(2) -0.011(3) 0.006(3) C2 0.047(2) 0.043(2) 0.037(2) -0.001(5) -0.007(2) -0.019(6) N3 0.031(4) 0.054(5) 0.032(3) 0.004(3) -0.012(3) 0.004(3) C3A 0.022(3) 0.043(5) 0.028(3) -0.002(3) -0.005(3) -0.004(3) N4 0.049(4) 0.042(4) 0.045(3) 0.011(2) -0.012(2) 0.004(3) C5 0.065(5) 0.043(4) 0.062(5) 0.007(3) -0.004(4) 0.007(3) C6 0.065(5) 0.036(4) 0.051(4) -0.003(3) -0.008(4) 0.001(3) C7 0.040(4) 0.056(5) 0.045(4) -0.003(3) -0.008(3) 0.000(3) N8 0.043(4) 0.034(4) 0.032(3) -0.006(2) -0.002(2) -0.009(3) N1B 0.0310(16) 0.0471(18) 0.063(2) 0.003(4) 0.001(4) 0.0105(14) C2B 0.045(2) 0.0284(17) 0.031(2) -0.004(3) 0.008(4) -0.0018(15) S3B 0.0309(5) 0.0825(8) 0.0697(17) 0.0008(16) 0.0006(18) 0.0062(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 Cd1 N1B 2.247(3) 2_675 ? Cd1 N1B 2.247(3) . ? Cd1 N3 2.355(6) . ? Cd1 N3 2.355(6) 2_675 ? Cd1 N1 2.447(6) 7_565 ? Cd1 N1 2.447(6) 8_545 ? N1 C2 1.305(12) . ? N1 N8 1.356(7) . ? N1 Cd1 2.447(5) 7_464 ? C2 N3 1.352(12) . ? N3 C3A 1.344(9) . ? C3A N4 1.328(8) . ? C3A N8 1.360(4) . ? N4 C5 1.305(10) . ? C5 C6 1.400(7) . ? C6 C7 1.372(9) . ? C7 N8 1.346(8) . ? N1B C2B 1.155(4) . ? C2B S3B 1.615(4) . ? 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 N1B Cd1 N1B 175.5(4) 2_675 . ? N1B Cd1 N3 88.8(2) 2_675 . ? N1B Cd1 N3 94.4(2) . . ? N1B Cd1 N3 94.4(2) 2_675 2_675 ? N1B Cd1 N3 88.8(2) . 2_675 ? N3 Cd1 N3 89.2(3) . 2_675 ? N1B Cd1 N1 91.6(2) 2_675 7_565 ? N1B Cd1 N1 85.1(2) . 7_565 ? N3 Cd1 N1 177.2(3) . 7_565 ? N3 Cd1 N1 93.51(9) 2_675 7_565 ? N1B Cd1 N1 85.1(2) 2_675 8_545 ? N1B Cd1 N1 91.6(2) . 8_545 ? N3 Cd1 N1 93.51(9) . 8_545 ? N3 Cd1 N1 177.2(3) 2_675 8_545 ? N1 Cd1 N1 83.8(3) 7_565 8_545 ? C2 N1 N8 101.8(5) . . ? C2 N1 Cd1 125.5(5) . 7_464 ? N8 N1 Cd1 132.3(4) . 7_464 ? N1 C2 N3 116.4(3) . . ? C3A N3 C2 102.9(6) . . ? C3A N3 Cd1 133.2(5) . . ? C2 N3 Cd1 123.8(6) . . ? N4 C3A N3 128.4(7) . . ? N4 C3A N8 123.6(8) . . ? N3 C3A N8 108.0(8) . . ? C5 N4 C3A 115.4(7) . . ? N4 C5 C6 123.8(9) . . ? C7 C6 C5 119.7(9) . . ? N8 C7 C6 115.4(8) . . ? C7 N8 N1 127.1(6) . . ? C7 N8 C3A 122.0(8) . . ? N1 N8 C3A 110.9(7) . . ? C2B N1B Cd1 144.4(3) . . ? N1B C2B S3B 178.2(7) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.394 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.057 # Attachment 'Rodriguez_Dieguez_2.cif' data_compound5 _database_code_depnum_ccdc_archive 'CCDC 765777' #TrackingRef 'Rodriguez_Dieguez_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H12 Mn N10 O2 S2' _chemical_formula_weight 447.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6882(7) _cell_length_b 12.6477(10) _cell_length_c 9.0639(7) _cell_angle_alpha 90.00 _cell_angle_beta 111.7360(10) _cell_angle_gamma 90.00 _cell_volume 925.18(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2593 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 27.75 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.606 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 454 _exptl_absorpt_coefficient_mu 0.971 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.665 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4790 _diffrn_reflns_av_R_equivalents 0.0163 _diffrn_reflns_av_sigmaI/netI 0.0173 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1634 _reflns_number_gt 1497 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker APEXII' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0478P)^2^+0.1678P] 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 1634 _refine_ls_number_parameters 132 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0798 _refine_ls_wR_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.4351(2) 0.13157(13) 0.6273(2) 0.0545(4) Uani 1 1 d . . . N1B N 0.6838(2) 0.10083(14) 0.4593(2) 0.0557(4) Uani 1 1 d . . . C2B C 0.7907(2) 0.15810(14) 0.4711(2) 0.0405(4) Uani 1 1 d . . . H12 H 0.470(3) 0.189(2) 0.615(3) 0.072(8) Uiso 1 1 d . . . H11 H 0.444(4) 0.121(2) 0.716(4) 0.115(13) Uiso 1 1 d . . . Mn1 Mn 0.5000 0.0000 0.5000 0.03817(16) Uani 1 2 d S . . S3B S 0.94301(7) 0.23880(4) 0.48945(7) 0.05618(19) Uani 1 1 d . . . N8A N 0.13845(18) 0.10434(11) 0.03113(17) 0.0395(3) Uani 1 1 d . . . N3A N 0.29994(18) 0.06191(12) 0.27491(16) 0.0429(4) Uani 1 1 d . . . N4A N 0.3322(2) -0.03372(14) 0.05781(19) 0.0505(4) Uani 1 1 d . . . C3AA C 0.2642(2) 0.03902(14) 0.1212(2) 0.0384(4) Uani 1 1 d . . . N1A N 0.0928(2) 0.17005(13) 0.12679(19) 0.0510(4) Uani 1 1 d . . . C2A C 0.1938(3) 0.14017(16) 0.2698(2) 0.0503(5) Uani 1 1 d . . . H2A H 0.1914 0.1716 0.3616 0.060 Uiso 1 1 calc R . . C7A C 0.0802(3) 0.10153(16) -0.1300(2) 0.0504(5) Uani 1 1 d . . . H7A H -0.0025 0.1473 -0.1913 0.060 Uiso 1 1 calc R . . C6A C 0.1476(3) 0.02963(19) -0.1962(2) 0.0571(5) Uani 1 1 d . . . H6A H 0.1117 0.0240 -0.3061 0.069 Uiso 1 1 calc R . . C5A C 0.2721(3) -0.03685(19) -0.0992(2) 0.0587(6) Uani 1 1 d . . . H5A H 0.3157 -0.0868 -0.1482 0.070 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0698(10) 0.0503(9) 0.0495(9) -0.0135(7) 0.0291(8) -0.0151(7) N1B 0.0620(10) 0.0528(10) 0.0567(10) -0.0023(8) 0.0270(9) -0.0164(9) C2B 0.0476(10) 0.0413(10) 0.0346(9) 0.0016(7) 0.0173(8) 0.0032(9) Mn1 0.0418(3) 0.0379(2) 0.0322(2) -0.00016(14) 0.01065(18) -0.00587(15) S3B 0.0479(3) 0.0556(3) 0.0692(4) 0.0000(2) 0.0265(3) -0.0088(2) N8A 0.0396(8) 0.0395(8) 0.0380(8) 0.0051(6) 0.0128(6) 0.0007(6) N3A 0.0456(9) 0.0471(9) 0.0352(8) 0.0020(7) 0.0139(7) 0.0046(7) N4A 0.0540(10) 0.0551(10) 0.0396(9) -0.0032(8) 0.0138(8) 0.0119(8) C3AA 0.0374(9) 0.0399(9) 0.0362(9) 0.0032(8) 0.0117(8) -0.0002(8) N1A 0.0563(10) 0.0501(9) 0.0497(10) 0.0057(8) 0.0235(8) 0.0128(8) C2A 0.0598(12) 0.0514(11) 0.0421(10) 0.0006(9) 0.0219(9) 0.0082(9) C7A 0.0519(11) 0.0517(11) 0.0403(10) 0.0099(9) 0.0086(9) 0.0029(9) C6A 0.0654(13) 0.0647(13) 0.0333(10) 0.0000(10) 0.0091(10) 0.0043(11) C5A 0.0669(14) 0.0639(13) 0.0417(11) -0.0057(10) 0.0159(10) 0.0134(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 Mn1 2.2136(15) . ? N1B C2B 1.151(2) . ? N1B Mn1 2.1791(17) . ? C2B S3B 1.630(2) . ? Mn1 N1B 2.1791(17) 3_656 ? Mn1 O1 2.2136(15) 3_656 ? Mn1 N3A 2.2738(14) 3_656 ? Mn1 N3A 2.2738(14) . ? N8A C7A 1.357(2) . ? N8A N1A 1.362(2) . ? N8A C3AA 1.372(2) . ? N3A C2A 1.342(2) . ? N3A C3AA 1.342(2) . ? N4A C5A 1.322(3) . ? N4A C3AA 1.333(3) . ? N1A C2A 1.323(2) . ? C7A C6A 1.338(3) . ? C6A C5A 1.395(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 C2B N1B Mn1 165.76(16) . . ? N1B C2B S3B 179.43(18) . . ? N1B Mn1 N1B 180.00(9) . 3_656 ? N1B Mn1 O1 89.56(7) . . ? N1B Mn1 O1 90.44(7) 3_656 . ? N1B Mn1 O1 90.44(7) . 3_656 ? N1B Mn1 O1 89.56(7) 3_656 3_656 ? O1 Mn1 O1 180.0 . 3_656 ? N1B Mn1 N3A 89.35(6) . 3_656 ? N1B Mn1 N3A 90.65(6) 3_656 3_656 ? O1 Mn1 N3A 92.81(6) . 3_656 ? O1 Mn1 N3A 87.19(6) 3_656 3_656 ? N1B Mn1 N3A 90.65(6) . . ? N1B Mn1 N3A 89.35(6) 3_656 . ? O1 Mn1 N3A 87.19(6) . . ? O1 Mn1 N3A 92.81(6) 3_656 . ? N3A Mn1 N3A 180.0 3_656 . ? C7A N8A N1A 128.36(15) . . ? C7A N8A C3AA 121.45(16) . . ? N1A N8A C3AA 110.13(14) . . ? C2A N3A C3AA 103.37(15) . . ? C2A N3A Mn1 124.91(12) . . ? C3AA N3A Mn1 131.56(12) . . ? C5A N4A C3AA 115.01(17) . . ? N4A C3AA N3A 128.84(16) . . ? N4A C3AA N8A 122.80(16) . . ? N3A C3AA N8A 108.36(16) . . ? C2A N1A N8A 101.86(15) . . ? N1A C2A N3A 116.27(17) . . ? C6A C7A N8A 116.73(18) . . ? C7A C6A C5A 119.52(19) . . ? N4A C5A C6A 124.4(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.272 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.049 data_compound6 _database_code_depnum_ccdc_archive 'CCDC 765778' #TrackingRef 'Rodriguez_Dieguez_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 N10 O2 Zn' _chemical_formula_weight 389.65 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.918(5) _cell_length_b 11.340(5) _cell_length_c 12.434(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 115.472(5) _cell_angle_gamma 90.000(5) _cell_volume 1517.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2118 _cell_measurement_theta_min 2.553 _cell_measurement_theta_max 23.174 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.706 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 1.652 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.788 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7937 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2670 _reflns_number_gt 2191 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker APEXII' _computing_data_reduction 'Bruker APEXII' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+0.4030P] 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 2670 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0490 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0993 _refine_ls_wR_factor_gt 0.0936 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 Zn1 Zn 0.79961(3) 0.47359(3) 0.97927(3) 0.04820(16) Uani 1 1 d . . . N8B N 0.8652(2) 0.1365(2) 0.8858(2) 0.0450(6) Uani 1 1 d . . . N4A N 0.5904(3) 0.6926(3) 0.9449(3) 0.0613(7) Uani 1 1 d . . . N8A N 0.4298(2) 0.5705(2) 0.8127(2) 0.0488(6) Uani 1 1 d . . . N4B N 0.7395(2) 0.1753(2) 0.9859(2) 0.0536(7) Uani 1 1 d . . . N1B N 0.9301(2) 0.1983(2) 0.8365(2) 0.0551(7) Uani 1 1 d . . . N1A N 0.4118(3) 0.4551(3) 0.7773(3) 0.0638(8) Uani 1 1 d . . . N3B N 0.8365(2) 0.3213(2) 0.9153(2) 0.0462(6) Uani 1 1 d . . . C3AB C 0.8094(3) 0.2115(3) 0.9334(3) 0.0431(7) Uani 1 1 d . . . C3AA C 0.5488(3) 0.5889(3) 0.8934(3) 0.0467(7) Uani 1 1 d . . . O3D O 0.9138(3) 0.7646(2) 0.8407(3) 0.0849(8) Uani 1 1 d . . . C7A C 0.3462(3) 0.6595(3) 0.7744(3) 0.0611(9) Uani 1 1 d . . . H7A H 0.2657 0.6478 0.7163 0.073 Uiso 1 1 calc R . . N3A N 0.6102(2) 0.4865(2) 0.9096(2) 0.0504(7) Uani 1 1 d . . . C2C C 0.9102(3) 0.4513(3) 1.2476(3) 0.0559(9) Uani 1 1 d . . . C7B C 0.8530(3) 0.0182(3) 0.8900(3) 0.0569(9) Uani 1 1 d . . . H7B H 0.8904 -0.0331 0.8568 0.068 Uiso 1 1 calc R . . C5A C 0.5066(4) 0.7777(3) 0.9094(3) 0.0669(10) Uani 1 1 d . . . H5A H 0.5308 0.8515 0.9443 0.080 Uiso 1 1 calc R . . N1D N 0.8530(3) 0.5907(3) 0.9003(3) 0.0645(8) Uani 1 1 d . . . C2B C 0.9091(3) 0.3071(3) 0.8573(3) 0.0514(8) Uani 1 1 d . . . H2B H 0.9421 0.3709 0.8337 0.062 Uiso 1 1 calc R . . N1C N 0.8755(3) 0.4756(3) 1.1494(3) 0.0637(8) Uani 1 1 d . . . O3C O 0.9434(3) 0.4309(3) 1.3512(2) 0.0946(10) Uani 1 1 d . . . C6B C 0.7845(3) -0.0217(3) 0.9443(3) 0.0602(9) Uani 1 1 d . . . H6B H 0.7739 -0.1022 0.9509 0.072 Uiso 1 1 calc R . . C5B C 0.7292(3) 0.0610(3) 0.9911(3) 0.0595(9) Uani 1 1 d . . . H5B H 0.6819 0.0321 1.0284 0.071 Uiso 1 1 calc R . . C6A C 0.3850(3) 0.7649(3) 0.8240(3) 0.0636(9) Uani 1 1 d . . . H6A H 0.3313 0.8291 0.8015 0.076 Uiso 1 1 calc R . . C2D C 0.8823(3) 0.6770(3) 0.8716(3) 0.0494(8) Uani 1 1 d . . . C2A C 0.5222(3) 0.4108(3) 0.8380(3) 0.0591(9) Uani 1 1 d . . . H2A H 0.5395 0.3317 0.8323 0.071 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 Zn1 0.0505(3) 0.0439(3) 0.0473(2) -0.00234(15) 0.01819(18) -0.00221(16) N8B 0.0463(14) 0.0444(15) 0.0429(13) -0.0061(11) 0.0178(11) -0.0023(12) N4A 0.0586(17) 0.0524(17) 0.0681(18) -0.0173(14) 0.0228(14) -0.0053(14) N8A 0.0440(15) 0.0522(16) 0.0548(15) -0.0072(13) 0.0255(12) -0.0057(13) N4B 0.0544(16) 0.0506(17) 0.0626(17) -0.0026(13) 0.0315(14) -0.0038(13) N1B 0.0591(17) 0.0572(18) 0.0564(16) -0.0072(13) 0.0317(14) -0.0068(14) N1A 0.0513(17) 0.0529(18) 0.082(2) -0.0153(15) 0.0233(15) -0.0093(14) N3B 0.0456(14) 0.0444(15) 0.0456(14) -0.0060(11) 0.0168(11) -0.0066(12) C3AB 0.0389(16) 0.0437(18) 0.0420(16) -0.0036(13) 0.0130(13) -0.0017(13) C3AA 0.0493(18) 0.050(2) 0.0458(16) -0.0050(15) 0.0252(14) -0.0043(15) O3D 0.115(2) 0.0485(16) 0.097(2) 0.0228(14) 0.0516(18) 0.0016(15) C7A 0.0453(19) 0.065(3) 0.076(2) 0.0063(19) 0.0294(17) 0.0026(17) N3A 0.0487(16) 0.0487(16) 0.0560(16) -0.0028(12) 0.0245(13) -0.0002(13) C2C 0.0452(19) 0.058(2) 0.058(2) -0.0048(17) 0.0156(16) -0.0117(15) C7B 0.060(2) 0.048(2) 0.059(2) -0.0075(16) 0.0224(17) 0.0005(16) C5A 0.078(3) 0.048(2) 0.079(2) -0.0170(19) 0.038(2) -0.0047(19) N1D 0.0631(18) 0.0546(19) 0.0714(19) 0.0082(16) 0.0245(15) -0.0090(15) C2B 0.0552(19) 0.055(2) 0.0449(17) -0.0055(15) 0.0218(15) -0.0099(16) N1C 0.071(2) 0.067(2) 0.0479(17) -0.0038(14) 0.0210(15) -0.0008(15) O3C 0.0782(19) 0.137(3) 0.0499(16) 0.0170(16) 0.0098(14) -0.0228(18) C6B 0.065(2) 0.046(2) 0.065(2) 0.0030(16) 0.0232(18) -0.0076(16) C5B 0.056(2) 0.062(2) 0.062(2) 0.0056(18) 0.0266(17) -0.0040(17) C6A 0.063(2) 0.055(2) 0.081(2) 0.0008(19) 0.039(2) 0.0053(18) C2D 0.0516(19) 0.048(2) 0.0445(17) 0.0029(15) 0.0162(15) 0.0088(16) C2A 0.063(2) 0.048(2) 0.071(2) -0.0104(17) 0.0340(18) -0.0054(17) _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 Zn1 N1C 1.909(3) . ? Zn1 N1D 1.915(3) . ? Zn1 N3B 2.027(3) . ? Zn1 N3A 2.046(3) . ? N8B C7B 1.353(4) . ? N8B C3AB 1.361(4) . ? N8B N1B 1.368(3) . ? N4A C5A 1.321(4) . ? N4A C3AA 1.329(4) . ? N8A C7A 1.353(4) . ? N8A C3AA 1.356(4) . ? N8A N1A 1.368(4) . ? N4B C5B 1.307(4) . ? N4B C3AB 1.326(4) . ? N1B C2B 1.306(4) . ? N1A C2A 1.304(5) . ? N3B C3AB 1.330(4) . ? N3B C2B 1.354(4) . ? C3AA N3A 1.341(4) . ? O3D C2D 1.184(4) . ? C7A C6A 1.333(5) . ? N3A C2A 1.351(4) . ? C2C N1C 1.142(4) . ? C2C O3C 1.196(4) . ? C7B C6B 1.342(5) . ? C5A C6A 1.387(5) . ? N1D C2D 1.146(4) . ? C6B C5B 1.408(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 N1C Zn1 N1D 117.12(13) . . ? N1C Zn1 N3B 111.45(12) . . ? N1D Zn1 N3B 102.34(12) . . ? N1C Zn1 N3A 112.23(12) . . ? N1D Zn1 N3A 106.44(12) . . ? N3B Zn1 N3A 106.30(10) . . ? C7B N8B C3AB 121.5(3) . . ? C7B N8B N1B 128.0(3) . . ? C3AB N8B N1B 110.5(3) . . ? C5A N4A C3AA 114.4(3) . . ? C7A N8A C3AA 121.5(3) . . ? C7A N8A N1A 127.6(3) . . ? C3AA N8A N1A 110.8(3) . . ? C5B N4B C3AB 115.1(3) . . ? C2B N1B N8B 101.6(3) . . ? C2A N1A N8A 101.7(3) . . ? C3AB N3B C2B 103.6(3) . . ? C3AB N3B Zn1 128.5(2) . . ? C2B N3B Zn1 127.4(2) . . ? N3B C3AB N4B 128.5(3) . . ? N3B C3AB N8B 108.2(3) . . ? N4B C3AB N8B 123.3(3) . . ? N4A C3AA N3A 128.9(3) . . ? N4A C3AA N8A 123.2(3) . . ? N3A C3AA N8A 107.9(3) . . ? C6A C7A N8A 116.7(3) . . ? C3AA N3A C2A 103.5(3) . . ? C3AA N3A Zn1 123.8(2) . . ? C2A N3A Zn1 129.5(2) . . ? N1C C2C O3C 176.6(4) . . ? C6B C7B N8B 116.9(3) . . ? N4A C5A C6A 124.8(3) . . ? C2D N1D Zn1 164.6(3) . . ? N1B C2B N3B 116.0(3) . . ? C2C N1C Zn1 164.4(3) . . ? C7B C6B C5B 118.6(3) . . ? N4B C5B C6B 124.7(3) . . ? C7A C6A C5A 119.2(3) . . ? N1D C2D O3D 178.5(4) . . ? N1A C2A N3A 116.1(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.331 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.063 data_compound7 _database_code_depnum_ccdc_archive 'CCDC 765779' #TrackingRef 'Rodriguez_Dieguez_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H4 Cd N6 O2' _chemical_formula_sum 'C7 H4 Cd N6 O2' _chemical_formula_weight 316.56 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' Cd Cd -0.8075 1.2024 '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 '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 3.5617(4) _cell_length_b 11.4103(13) _cell_length_c 12.0524(14) _cell_angle_alpha 71.286(2) _cell_angle_beta 83.404(2) _cell_angle_gamma 87.609(2) _cell_volume 460.84(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4673 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 28.1 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.57 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 304 _exptl_absorpt_coefficient_mu 2.363 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.692 _exptl_absorpt_correction_T_max 0.852 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number 186 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.2 _diffrn_reflns_number 5332 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 28.10 _reflns_number_total 2073 _reflns_number_gt 2035 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1999)' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Xtal_GX (Hall & du Boulay, 1997)' _computing_publication_material SHELXL-97 _publ_section_references ; Bruker (1999). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Winsconsin, USA. Hall, S.R. & du Boulay, D. (1997). Xtal_GX. University of Western Australia, Perth, Australia. Sheldrick, G.M. (1997). SHELXL97. University of G\"ottingen, Germany. ; _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^)+(0.0250P)^2^+0.3000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 2073 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0218 _refine_ls_R_factor_gt 0.0213 _refine_ls_wR_factor_ref 0.0547 _refine_ls_wR_factor_gt 0.0544 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_restrained_S_all 1.148 _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 Cd Cd 0.31178(4) 0.499923(15) 0.367558(14) 0.02621(7) Uani 1 1 d . . . N1 N 0.2532(7) 0.3535(2) 0.0684(2) 0.0388(5) Uani 1 1 d . . . C2 C 0.2222(8) 0.4296(3) 0.1305(2) 0.0343(6) Uani 1 1 d . . . H2 H 0.1379 0.5106 0.0998 0.041 Uiso 1 1 d R . . N3 N 0.3187(6) 0.3840(2) 0.24171(19) 0.0309(5) Uani 1 1 d . . . C3A C 0.4230(7) 0.2677(2) 0.2514(2) 0.0299(5) Uani 1 1 d . . . N4 N 0.5434(7) 0.1797(2) 0.3439(2) 0.0397(5) Uani 1 1 d . . . C5 C 0.6249(9) 0.0724(3) 0.3274(3) 0.0454(7) Uani 1 1 d . . . H5 H 0.7081 0.0087 0.3899 0.055 Uiso 1 1 d R . . C6 C 0.5978(10) 0.0482(3) 0.2211(3) 0.0495(8) Uani 1 1 d . . . H6 H 0.6620 -0.0294 0.2146 0.059 Uiso 1 1 d R . . C7 C 0.4763(9) 0.1385(3) 0.1287(3) 0.0443(7) Uani 1 1 d . . . H7 H 0.4588 0.1264 0.0567 0.053 Uiso 1 1 d R . . N8 N 0.3850(7) 0.2488(2) 0.1466(2) 0.0331(5) Uani 1 1 d . . . N1C N 0.7692(6) 0.3915(2) 0.48788(19) 0.0277(4) Uani 1 1 d . . . C1C C 0.8072(9) 0.2807(3) 0.5394(3) 0.0412(7) Uani 1 1 d . . . O1C O 0.8514(10) 0.1749(2) 0.5900(3) 0.0735(9) Uani 1 1 d . . . N2C N 0.8290(6) 0.6207(2) 0.2672(2) 0.0323(5) Uani 1 1 d . . . C2C C 0.8752(8) 0.7178(3) 0.1939(3) 0.0354(6) Uani 1 1 d . . . O2C O 0.9291(10) 0.8153(2) 0.1202(2) 0.0687(8) 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 Cd 0.02339(11) 0.03024(12) 0.02583(11) -0.00973(8) -0.00428(7) 0.00147(7) N1 0.0476(14) 0.0388(13) 0.0300(11) -0.0110(10) -0.0066(10) 0.0049(10) C2 0.0375(14) 0.0341(13) 0.0311(13) -0.0104(11) -0.0039(11) 0.0029(11) N3 0.0303(11) 0.0331(11) 0.0302(11) -0.0116(9) -0.0033(9) 0.0014(9) C3A 0.0259(12) 0.0337(13) 0.0308(13) -0.0118(10) -0.0014(10) -0.0012(10) N4 0.0407(13) 0.0373(13) 0.0389(13) -0.0080(10) -0.0088(10) 0.0037(10) C5 0.0432(16) 0.0372(15) 0.0485(17) -0.0042(13) -0.0038(13) 0.0043(12) C6 0.0525(18) 0.0324(15) 0.063(2) -0.0179(14) 0.0024(15) 0.0033(13) C7 0.0513(18) 0.0407(16) 0.0460(17) -0.0233(14) 0.0018(14) 0.0003(13) N8 0.0365(12) 0.0323(11) 0.0315(11) -0.0124(9) -0.0012(9) 0.0000(9) N1C 0.0232(10) 0.0342(11) 0.0272(10) -0.0116(9) -0.0039(8) 0.0012(8) C1C 0.0406(16) 0.0395(16) 0.0430(16) -0.0113(13) -0.0080(13) 0.0014(12) O1C 0.092(2) 0.0334(13) 0.084(2) 0.0005(13) -0.0257(17) 0.0052(13) N2C 0.0266(11) 0.0343(12) 0.0341(12) -0.0080(10) -0.0044(9) 0.0012(9) C2C 0.0392(14) 0.0341(15) 0.0338(14) -0.0124(12) -0.0049(11) 0.0032(11) O2C 0.103(2) 0.0384(13) 0.0520(15) 0.0021(11) -0.0015(15) -0.0069(14) _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 Cd N3 2.308(2) . ? Cd N2C 2.321(2) . ? Cd N1C 2.348(2) . ? Cd N2C 2.351(2) 1_455 ? Cd N1C 2.403(2) 1_455 ? Cd N1C 2.428(2) 2_666 ? N1 C2 1.309(4) . ? N1 N8 1.367(3) . ? C2 N3 1.353(3) . ? C2 H2 0.9300 . ? N3 C3A 1.335(3) . ? C3A N4 1.338(4) . ? C3A N8 1.370(3) . ? N4 C5 1.317(4) . ? C5 C6 1.409(5) . ? C5 H5 0.9300 . ? C6 C7 1.352(5) . ? C6 H6 0.9300 . ? C7 N8 1.364(4) . ? C7 H7 0.9300 . ? N1C C1C 1.226(4) . ? C1C O1C 1.178(4) . ? N2C C2C 1.179(4) . ? C2C O2C 1.187(4) . ? 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 Cd N2C 95.63(8) . . ? N3 Cd N1C 99.64(8) . . ? N2C Cd N1C 82.17(8) . . ? N3 Cd N2C 87.85(8) . 1_455 ? N2C Cd N2C 99.34(8) . 1_455 ? N1C Cd N2C 172.21(7) . 1_455 ? N3 Cd N1C 91.84(8) . 1_455 ? N2C Cd N1C 172.51(7) . 1_455 ? N1C Cd N1C 97.13(8) . 1_455 ? N2C Cd N1C 80.37(8) 1_455 1_455 ? N3 Cd N1C 172.77(7) . 2_666 ? N2C Cd N1C 91.55(8) . 2_666 ? N1C Cd N1C 82.08(8) . 2_666 ? N2C Cd N1C 90.23(8) 1_455 2_666 ? N1C Cd N1C 80.97(8) 1_455 2_666 ? C2 N1 N8 101.5(2) . . ? N1 C2 N3 116.5(2) . . ? N1 C2 H2 121.9 . . ? N3 C2 H2 121.7 . . ? C3A N3 C2 103.4(2) . . ? C3A N3 Cd 132.89(18) . . ? C2 N3 Cd 123.64(18) . . ? N3 C3A N4 129.0(3) . . ? N3 C3A N8 108.0(2) . . ? N4 C3A N8 123.0(2) . . ? C5 N4 C3A 115.3(3) . . ? N4 C5 C6 124.3(3) . . ? N4 C5 H5 117.8 . . ? C6 C5 H5 117.9 . . ? C7 C6 C5 119.5(3) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.4 . . ? C6 C7 N8 116.1(3) . . ? C6 C7 H7 121.9 . . ? N8 C7 H7 122.0 . . ? C7 N8 N1 127.6(2) . . ? C7 N8 C3A 121.9(3) . . ? N1 N8 C3A 110.6(2) . . ? C1C N1C Cd 131.2(2) . . ? C1C N1C Cd 117.2(2) . 1_655 ? Cd N1C Cd 97.13(8) . 1_655 ? C1C N1C Cd 108.7(2) . 2_666 ? Cd N1C Cd 97.92(8) . 2_666 ? Cd N1C Cd 99.02(8) 1_655 2_666 ? O1C C1C N1C 178.4(4) . . ? C2C N2C Cd 135.9(2) . . ? C2C N2C Cd 124.6(2) . 1_655 ? Cd N2C Cd 99.34(8) . 1_655 ? N2C C2C O2C 178.7(4) . . ? _diffrn_measured_fraction_theta_max 0.925 _diffrn_reflns_theta_full 25.70 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.528 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.080 data_compound8 _database_code_depnum_ccdc_archive 'CCDC 765780' #TrackingRef 'Rodriguez_Dieguez_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C5 H4 Cd N10' _chemical_formula_sum 'C5 H4 Cd N10' _chemical_formula_weight 316.58 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' Cd Cd -0.8075 1.2024 '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 '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 3.6149(2) _cell_length_b 11.4499(7) _cell_length_c 12.1649(8) _cell_angle_alpha 70.789(1) _cell_angle_beta 82.385(1) _cell_angle_gamma 86.674(1) _cell_volume 471.22(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4671 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 28.3 _exptl_crystal_description planar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 304 _exptl_absorpt_coefficient_mu 2.307 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.547 _exptl_absorpt_correction_T_max 0.709 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number 188 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% -0.3 _diffrn_reflns_number 5464 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 28.28 _reflns_number_total 2125 _reflns_number_gt 2060 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1999)' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Xtal_GX (Hall & du Boulay, 1997)' _computing_publication_material SHELXL-97 _publ_section_references ; Bruker (1999). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Winsconsin, USA. Hall, S.R. & du Boulay, D. (1997). Xtal_GX. University of Western Australia, Perth, Australia. Sheldrick, G.M. (1997). SHELXL97. University of G\"ottingen, Germany. ; _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^)+(0.0300P)^2^+0.0300P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 2125 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0188 _refine_ls_R_factor_gt 0.0178 _refine_ls_wR_factor_ref 0.0461 _refine_ls_wR_factor_gt 0.0455 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 Cd Cd 0.31335(3) 0.498955(11) 0.368621(10) 0.02463(6) Uani 1 1 d . . . N1 N 0.2529(5) 0.35730(17) 0.06991(15) 0.0388(4) Uani 1 1 d . . . C2 C 0.2206(6) 0.4338(2) 0.13085(18) 0.0345(4) Uani 1 1 d . . . H2 H 0.1363 0.5148 0.1002 0.041 Uiso 1 1 d R . . N3 N 0.3224(5) 0.38859(16) 0.24027(15) 0.0305(3) Uani 1 1 d . . . C3A C 0.4301(5) 0.27280(19) 0.25005(18) 0.0290(4) Uani 1 1 d . . . N4 N 0.5547(6) 0.18556(18) 0.34162(17) 0.0390(4) Uani 1 1 d . . . C5 C 0.6399(6) 0.0783(2) 0.3255(2) 0.0446(5) Uani 1 1 d . . . H5 H 0.7231 0.0146 0.3880 0.054 Uiso 1 1 d R . . C6 C 0.6124(7) 0.0535(2) 0.2215(2) 0.0475(6) Uani 1 1 d . . . H6 H 0.6766 -0.0241 0.2150 0.057 Uiso 1 1 d R . . C7 C 0.4857(7) 0.1429(2) 0.1300(2) 0.0420(5) Uani 1 1 d . . . H7 H 0.4682 0.1309 0.0580 0.050 Uiso 1 1 d R . . N8 N 0.3908(5) 0.25316(16) 0.14716(15) 0.0322(4) Uani 1 1 d . . . N1Y N 0.7741(4) 0.39338(15) 0.48685(14) 0.0253(3) Uani 1 1 d . . . N2Y N 0.8048(5) 0.28185(18) 0.53769(17) 0.0326(4) Uani 1 1 d . . . N3Y N 0.8355(8) 0.1790(2) 0.5854(2) 0.0589(6) Uani 1 1 d . . . N1Z N 0.8297(5) 0.62061(16) 0.27558(15) 0.0327(4) Uani 1 1 d . . . N2Z N 0.8655(5) 0.71559(17) 0.19777(16) 0.0338(4) Uani 1 1 d . . . N3Z N 0.9042(9) 0.8086(2) 0.1226(2) 0.0639(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 Cd 0.02001(8) 0.02705(9) 0.02661(9) -0.00832(6) -0.00324(6) 0.00002(5) N1 0.0462(10) 0.0382(10) 0.0321(9) -0.0114(7) -0.0054(8) 0.0015(8) C2 0.0348(10) 0.0352(11) 0.0327(10) -0.0104(8) -0.0033(8) 0.0013(8) N3 0.0283(8) 0.0328(9) 0.0316(8) -0.0124(7) -0.0031(7) 0.0003(7) C3A 0.0247(9) 0.0303(10) 0.0318(10) -0.0106(8) -0.0006(7) -0.0031(7) N4 0.0396(10) 0.0373(10) 0.0369(10) -0.0069(8) -0.0076(8) 0.0020(8) C5 0.0417(12) 0.0344(11) 0.0506(13) -0.0043(10) -0.0064(10) 0.0023(9) C6 0.0488(13) 0.0308(11) 0.0615(15) -0.0171(11) 0.0025(11) 0.0017(10) C7 0.0467(13) 0.0391(12) 0.0451(12) -0.0228(10) 0.0026(10) -0.0032(10) N8 0.0336(9) 0.0318(9) 0.0311(8) -0.0109(7) -0.0003(7) -0.0027(7) N1Y 0.0221(7) 0.0243(8) 0.0283(8) -0.0067(6) -0.0034(6) -0.0003(6) N2Y 0.0311(9) 0.0302(9) 0.0347(9) -0.0078(7) -0.0060(7) 0.0010(7) N3Y 0.0709(16) 0.0280(11) 0.0695(16) -0.0004(10) -0.0213(13) 0.0023(10) N1Z 0.0230(8) 0.0319(9) 0.0379(9) -0.0042(7) -0.0032(7) -0.0026(6) N2Z 0.0356(9) 0.0321(9) 0.0322(9) -0.0088(8) -0.0037(7) 0.0003(7) N3Z 0.0853(19) 0.0416(13) 0.0508(14) 0.0038(10) -0.0056(13) -0.0070(12) _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 Cd N3 2.3057(16) . ? Cd N1Z 2.3257(17) . ? Cd N1Z 2.3415(17) 1_455 ? Cd N1Y 2.3581(16) . ? Cd N1Y 2.3909(16) 1_455 ? Cd N1Y 2.4381(16) 2_666 ? N1 C2 1.313(3) . ? N1 N8 1.368(2) . ? C2 N3 1.353(3) . ? C2 H2 0.9288 . ? N3 C3A 1.331(3) . ? C3A N4 1.338(3) . ? C3A N8 1.369(3) . ? N4 C5 1.319(3) . ? C5 C6 1.402(3) . ? C5 H5 0.9328 . ? C6 C7 1.352(3) . ? C6 H6 0.9306 . ? C7 N8 1.363(3) . ? C7 H7 0.9406 . ? N1Y N2Y 1.228(3) . ? N2Y N3Y 1.135(3) . ? N1Z N2Z 1.184(3) . ? N2Z N3Z 1.154(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 N3 Cd N1Z 97.53(6) . . ? N3 Cd N1Z 87.96(6) . 1_455 ? N1Z Cd N1Z 101.52(7) . 1_455 ? N3 Cd N1Y 101.71(6) . . ? N1Z Cd N1Y 79.33(6) . . ? N1Z Cd N1Y 170.14(6) 1_455 . ? N3 Cd N1Y 92.17(6) . 1_455 ? N1Z Cd N1Y 170.30(6) . 1_455 ? N1Z Cd N1Y 78.35(6) 1_455 1_455 ? N1Y Cd N1Y 99.14(6) . 1_455 ? N3 Cd N1Y 172.97(5) . 2_666 ? N1Z Cd N1Y 89.25(6) . 2_666 ? N1Z Cd N1Y 88.84(6) 1_455 2_666 ? N1Y Cd N1Y 81.34(6) . 2_666 ? N1Y Cd N1Y 81.05(6) 1_455 2_666 ? C2 N1 N8 101.51(16) . . ? N1 C2 N3 116.26(19) . . ? N1 C2 H2 121.9 . . ? N3 C2 H2 121.8 . . ? C3A N3 C2 103.54(17) . . ? C3A N3 Cd 131.23(14) . . ? C2 N3 Cd 125.21(14) . . ? N3 C3A N4 128.74(19) . . ? N3 C3A N8 108.23(18) . . ? N4 C3A N8 123.02(19) . . ? C5 N4 C3A 115.0(2) . . ? N4 C5 C6 124.5(2) . . ? N4 C5 H5 117.5 . . ? C6 C5 H5 117.9 . . ? C7 C6 C5 119.5(2) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 120.9 . . ? C6 C7 N8 116.0(2) . . ? C6 C7 H7 122.3 . . ? N8 C7 H7 121.6 . . ? C7 N8 C3A 121.86(19) . . ? C7 N8 N1 127.68(18) . . ? C3A N8 N1 110.46(17) . . ? N2Y N1Y Cd 128.30(14) . . ? N2Y N1Y Cd 117.69(14) . 1_655 ? Cd N1Y Cd 99.14(6) . 1_655 ? N2Y N1Y Cd 109.08(13) . 2_666 ? Cd N1Y Cd 98.66(6) . 2_666 ? Cd N1Y Cd 98.95(6) 1_655 2_666 ? N3Y N2Y N1Y 179.3(3) . . ? N2Z N1Z Cd 132.59(15) . . ? N2Z N1Z Cd 125.78(14) . 1_655 ? Cd N1Z Cd 101.52(7) . 1_655 ? N3Z N2Z N1Z 179.1(3) . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.295 _refine_diff_density_min -0.522 _refine_diff_density_rms 0.099