# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Mukherjee, Partha' _publ_contact_author_name 'Mukherjee, Partha' _publ_contact_author_email psm@ipc.iisc.ernet.in _publ_section_title ; A series of transition metal-azido extended complexes with various anionic and neutral co-ligands: synthesis, structure and their distinct magnetic behavior ; # Attachment '- cif.cif' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 770739' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C5 H5 Co1 N5 O3 ' _chemical_formula_sum 'C5 H5 Co1 N5 O3 ' _chemical_formula_weight 242.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' N N 0.0061 0.0033 '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 7.0638(6) _cell_length_b 7.1293(6) _cell_length_c 8.1458(6) _cell_angle_alpha 103.861(7) _cell_angle_beta 95.840(7) _cell_angle_gamma 102.916(7) _cell_volume 382.94(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 271 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 30.00 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.099 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 242 _exptl_absorpt_coefficient_mu 2.228 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'ABSPACK, Oxford Diffraction Ltd' _exptl_absorpt_correction_T_min 0.799 _exptl_absorpt_correction_T_max 1.000 _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_standards_number n/a _diffrn_measurement_device 'Oxford Diffaction X-Calibur System' _diffrn_measurement_method '321 frames, counting time 10 s.' _diffrn_standards_interval_count n/a _diffrn_standards_interval_time n/a _diffrn_standards_decay_% n/a _diffrn_reflns_number 2711 _diffrn_reflns_av_R_equivalents 0.0146 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 30.00 _reflns_number_total 2131 _reflns_number_gt 1730 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crysalis, Oxford Diffraction' _computing_cell_refinement 'Crysalis, Oxford Diffraction' _computing_data_reduction 'Crysalis, Oxford Diffraction' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics PLATON(Spek,2004) _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 ; _refine_ls_weighting_details w=1/[\s^2^(Fo^2^)+(0.0876P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2131 _refine_ls_number_parameters 133 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1337 _refine_ls_wR_factor_gt 0.1299 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 0.44325(6) 0.46333(7) 0.28597(6) 0.01756(16) Uani 1 1 d . . . O1 O 0.4069(3) 0.6864(4) 0.1668(3) 0.0222(5) Uani 1 1 d . . . C1 C 0.2393(5) 0.7257(5) 0.1576(4) 0.0190(6) Uani 1 1 d . . . C2 C 0.0828(5) 0.5891(5) 0.2194(4) 0.0178(6) Uani 1 1 d . . . C3 C -0.1100(5) 0.6068(5) 0.2169(4) 0.0190(6) Uani 1 1 d . . . H3 H -0.1433 0.7135 0.1848 0.023 Uiso 1 1 calc R . . N5 N -0.2486(4) 0.4731(5) 0.2599(4) 0.0195(6) Uani 1 1 d . . . C4 C -0.1940(5) 0.3205(6) 0.3003(5) 0.0235(7) Uani 1 1 d . . . H4 H -0.2887 0.2209 0.3235 0.028 Uiso 1 1 calc R . . C5 C -0.0023(5) 0.3047(6) 0.3090(5) 0.0232(7) Uani 1 1 d . . . H5 H 0.0304 0.1980 0.3413 0.028 Uiso 1 1 calc R . . N4 N 0.1368(4) 0.4415(4) 0.2713(4) 0.0182(6) Uani 1 1 d . . . N1 N 0.5539(4) 0.6969(4) 0.5244(4) 0.0214(6) Uani 1 1 d . . . N2 N 0.6569(4) 0.8505(5) 0.5119(4) 0.0216(6) Uani 1 1 d . . . N3 N 0.7542(6) 0.9936(6) 0.4957(5) 0.0392(9) Uani 1 1 d . . . O3W O 0.3702(4) 0.2201(4) 0.0694(4) 0.0284(6) Uani 1 1 d D . . H3B H 0.332(6) 0.107(4) 0.086(6) 0.034 Uiso 1 1 d D . . H3A H 0.447(6) 0.222(6) -0.004(5) 0.034 Uiso 1 1 d D . . O2 O 0.1921(4) 0.8556(4) 0.0998(4) 0.0292(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 Co1 0.0134(2) 0.0229(3) 0.0204(2) 0.01066(18) 0.00558(15) 0.00610(16) O1 0.0164(11) 0.0303(13) 0.0240(12) 0.0135(11) 0.0070(9) 0.0063(10) C1 0.0201(14) 0.0198(16) 0.0179(15) 0.0078(13) 0.0055(12) 0.0032(12) C2 0.0174(14) 0.0206(15) 0.0171(15) 0.0076(13) 0.0040(11) 0.0049(12) C3 0.0174(14) 0.0217(16) 0.0222(15) 0.0098(13) 0.0066(12) 0.0079(12) N5 0.0145(12) 0.0268(15) 0.0209(13) 0.0094(12) 0.0079(10) 0.0075(11) C4 0.0163(14) 0.0271(18) 0.0328(19) 0.0150(15) 0.0108(13) 0.0063(13) C5 0.0184(15) 0.0254(18) 0.0334(19) 0.0158(15) 0.0090(13) 0.0101(13) N4 0.0126(12) 0.0229(14) 0.0230(14) 0.0108(12) 0.0060(10) 0.0058(10) N1 0.0231(14) 0.0239(15) 0.0200(13) 0.0103(12) 0.0046(11) 0.0063(12) N2 0.0236(14) 0.0235(15) 0.0214(14) 0.0099(12) 0.0063(11) 0.0083(12) N3 0.041(2) 0.0294(18) 0.046(2) 0.0186(17) 0.0026(16) -0.0011(15) O3W 0.0323(14) 0.0246(13) 0.0284(14) 0.0081(11) 0.0170(11) 0.0013(11) O2 0.0291(13) 0.0277(14) 0.0377(15) 0.0194(12) 0.0096(11) 0.0080(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 O3W 2.082(3) . ? Co1 O1 2.100(2) . ? Co1 N4 2.124(3) . ? Co1 N1 2.131(3) 2_666 ? Co1 N1 2.172(3) . ? Co1 N5 2.196(3) 1_655 ? O1 C1 1.275(4) . ? C1 O2 1.227(4) . ? C1 C2 1.514(4) . ? C2 N4 1.338(4) . ? C2 C3 1.395(4) . ? C3 N5 1.343(4) . ? C3 H3 0.9300 . ? N5 C4 1.331(4) . ? N5 Co1 2.196(3) 1_455 ? C4 C5 1.380(5) . ? C4 H4 0.9300 . ? C5 N4 1.337(4) . ? C5 H5 0.9300 . ? N1 N2 1.205(4) . ? N1 Co1 2.131(3) 2_666 ? N2 N3 1.140(5) . ? O3W H3B 0.841(18) . ? O3W H3A 0.846(18) . ? 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 O3W Co1 O1 98.64(11) . . ? O3W Co1 N4 87.02(11) . . ? O1 Co1 N4 77.34(10) . . ? O3W Co1 N1 98.23(12) . 2_666 ? O1 Co1 N1 160.04(11) . 2_666 ? N4 Co1 N1 92.99(11) . 2_666 ? O3W Co1 N1 171.32(11) . . ? O1 Co1 N1 88.06(10) . . ? N4 Co1 N1 99.91(11) . . ? N1 Co1 N1 76.32(13) 2_666 . ? O3W Co1 N5 86.19(11) . 1_655 ? O1 Co1 N5 98.81(10) . 1_655 ? N4 Co1 N5 171.60(10) . 1_655 ? N1 Co1 N5 92.86(11) 2_666 1_655 ? N1 Co1 N5 87.33(11) . 1_655 ? C1 O1 Co1 117.5(2) . . ? O2 C1 O1 127.1(3) . . ? O2 C1 C2 118.0(3) . . ? O1 C1 C2 114.8(3) . . ? N4 C2 C3 120.6(3) . . ? N4 C2 C1 116.2(3) . . ? C3 C2 C1 123.1(3) . . ? N5 C3 C2 121.3(3) . . ? N5 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C4 N5 C3 116.7(3) . . ? C4 N5 Co1 111.9(2) . 1_455 ? C3 N5 Co1 131.3(2) . 1_455 ? N5 C4 C5 122.5(3) . . ? N5 C4 H4 118.8 . . ? C5 C4 H4 118.8 . . ? N4 C5 C4 120.6(3) . . ? N4 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 N4 C2 118.0(3) . . ? C5 N4 Co1 128.7(2) . . ? C2 N4 Co1 113.3(2) . . ? N2 N1 Co1 133.3(2) . 2_666 ? N2 N1 Co1 115.5(2) . . ? Co1 N1 Co1 103.68(13) 2_666 . ? N3 N2 N1 178.2(4) . . ? Co1 O3W H3B 116(3) . . ? Co1 O3W H3A 116(3) . . ? H3B O3W H3A 113(3) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 1.461 _refine_diff_density_min -0.775 _refine_diff_density_rms 0.142 _publ_section_references ; Oxford Diffraction Ltd, Crysalis Program (2005) Oxford Diffraction Ltd, Abspack Program (2005) Sheldrick, G.M. (1997) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (2004) PLATON program, Utrecht University, The Netherlands ; #===END data_complex2 _database_code_depnum_ccdc_archive 'CCDC 770740' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C5 H7 Mn N8 Na O4' _chemical_formula_sum 'C5 H7 Mn N8 Na O4' _chemical_formula_weight 321.12 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.8162(14) _cell_length_b 15.7305(12) _cell_length_c 7.7103(5) _cell_angle_alpha 90.00 _cell_angle_beta 110.499(3) _cell_angle_gamma 90.00 _cell_volume 2364.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 30.54 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 1.179 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7262 _exptl_absorpt_correction_T_max 0.7732 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14877 _diffrn_reflns_av_R_equivalents 0.0460 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 30.54 _reflns_number_total 3595 _reflns_number_gt 2626 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1999)' _computing_publication_material WinGX _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^ > 2\s(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^)+(0.0567P)^2^+4.5957P] 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 3595 _refine_ls_number_parameters 176 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0731 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1331 _refine_ls_wR_factor_gt 0.1226 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 Mn1 Mn 0.33412(2) 0.25309(2) 0.01775(6) 0.02049(13) Uani 1 1 d . . . Na1 Na 0.41515(6) 0.13829(7) -0.24608(16) 0.0285(3) Uani 1 1 d . . . O1 O 0.41969(10) 0.27870(13) 0.2686(3) 0.0266(4) Uani 1 1 d . . . O2 O 0.48737(11) 0.37739(14) 0.4511(3) 0.0353(5) Uani 1 1 d . . . O4 O 0.52828(12) 0.14215(15) -0.0210(3) 0.0358(5) Uani 1 1 d . . . O3 O 0.40307(10) 0.28136(12) -0.1461(3) 0.0246(4) Uani 1 1 d . . . N6 N 0.35657(15) 0.12157(16) -0.0082(4) 0.0366(6) Uani 1 1 d . . . N7 N 0.37902(14) 0.06741(16) 0.1005(4) 0.0337(6) Uani 1 1 d . . . N3 N 0.26708(13) 0.23374(17) 0.1932(3) 0.0286(5) Uani 1 1 d . . . N4 N 0.29013(12) 0.21087(17) 0.3500(3) 0.0279(5) Uani 1 1 d . . . N1 N 0.33485(11) 0.39810(14) 0.0626(3) 0.0228(5) Uani 1 1 d . . . N2 N 0.36256(14) 0.56939(15) 0.1358(4) 0.0321(6) Uani 1 1 d . . . N5 N 0.31279(16) 0.1887(3) 0.5009(4) 0.0545(9) Uani 1 1 d . . . N8 N 0.4007(2) 0.0141(2) 0.2074(5) 0.0671(11) Uani 1 1 d . . . C1 C 0.43687(14) 0.35451(17) 0.3169(4) 0.0232(5) Uani 1 1 d . . . C2 C 0.39103(14) 0.42343(16) 0.2009(4) 0.0215(5) Uani 1 1 d . . . C3 C 0.40472(15) 0.50963(18) 0.2352(4) 0.0288(6) Uani 1 1 d . . . H3 H 0.4445 0.5259 0.3304 0.035 Uiso 1 1 calc R . . C4 C 0.30635(16) 0.54338(19) 0.0006(4) 0.0304(6) Uani 1 1 d . . . H4 H 0.2757 0.5836 -0.0709 0.036 Uiso 1 1 calc R . . C5 C 0.29242(14) 0.45756(18) -0.0363(4) 0.0273(6) Uani 1 1 d . . . H5 H 0.2527 0.4414 -0.1319 0.033 Uiso 1 1 calc R . . H3A H 0.4413 0.3074 -0.0874 0.032(9) Uiso 1 1 d R . . H3B H 0.3889 0.3227 -0.2414 0.056(12) Uiso 1 1 d R . . H4A H 0.5440 0.0925 0.0309 0.079(16) Uiso 1 1 d R . . H4B H 0.5503 0.1827 0.0297 0.10(2) Uiso 1 1 d 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 Mn1 0.0192(2) 0.0179(2) 0.0212(2) -0.00011(15) 0.00302(15) -0.00073(16) Na1 0.0298(6) 0.0265(6) 0.0268(6) -0.0019(4) 0.0071(5) 0.0002(5) O1 0.0233(10) 0.0231(9) 0.0260(10) 0.0017(8) -0.0008(8) -0.0002(8) O2 0.0266(11) 0.0322(11) 0.0339(12) -0.0090(9) -0.0059(9) 0.0014(9) O4 0.0365(12) 0.0336(12) 0.0311(12) -0.0040(9) 0.0043(10) 0.0002(10) O3 0.0237(10) 0.0207(9) 0.0264(10) 0.0023(8) 0.0049(8) -0.0033(8) N6 0.0495(17) 0.0221(12) 0.0438(16) 0.0055(11) 0.0232(14) 0.0053(11) N7 0.0455(16) 0.0199(11) 0.0388(15) 0.0007(11) 0.0186(13) 0.0006(11) N3 0.0223(12) 0.0404(14) 0.0198(12) 0.0026(10) 0.0031(10) -0.0020(10) N4 0.0213(12) 0.0356(13) 0.0249(13) 0.0011(10) 0.0058(10) -0.0020(10) N1 0.0198(11) 0.0210(11) 0.0252(12) -0.0017(9) 0.0049(9) 0.0007(8) N2 0.0343(14) 0.0202(11) 0.0394(15) -0.0045(10) 0.0098(12) -0.0007(10) N5 0.0368(16) 0.091(3) 0.0300(16) 0.0213(17) 0.0045(13) 0.0061(17) N8 0.104(3) 0.0302(16) 0.058(2) 0.0154(15) 0.017(2) 0.0108(18) C1 0.0202(13) 0.0263(13) 0.0214(13) -0.0025(10) 0.0052(10) 0.0011(10) C2 0.0189(12) 0.0205(12) 0.0235(13) -0.0038(10) 0.0052(10) 0.0000(10) C3 0.0268(15) 0.0227(13) 0.0329(16) -0.0069(11) 0.0054(12) -0.0017(11) C4 0.0290(15) 0.0259(14) 0.0353(17) 0.0021(12) 0.0100(13) 0.0067(12) C5 0.0230(14) 0.0260(13) 0.0291(15) -0.0003(11) 0.0044(12) 0.0018(11) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Mn1 N6 2.146(3) . ? Mn1 O1 2.159(2) . ? Mn1 N3 2.174(2) 7 ? Mn1 O3 2.264(2) . ? Mn1 N3 2.279(3) . ? Mn1 N1 2.306(2) . ? Mn1 Na1 3.5563(12) . ? Na1 O4 2.387(3) . ? Na1 O3 2.420(2) . ? Na1 N8 2.427(3) 6 ? Na1 N5 2.462(3) 1_554 ? Na1 O4 2.469(3) 2_654 ? Na1 N6 2.547(3) . ? Na1 Na1 3.554(2) 2_654 ? O1 C1 1.263(3) . ? O2 C1 1.243(3) . ? O4 Na1 2.469(3) 2_654 ? O4 H4A 0.8863 . ? O4 H4B 0.8033 . ? O3 H3A 0.8676 . ? O3 H3B 0.9470 . ? N6 N7 1.171(4) . ? N7 N8 1.151(4) . ? N3 N4 1.189(3) . ? N3 Mn1 2.174(2) 7 ? N4 N5 1.146(4) . ? N1 C5 1.328(4) . ? N1 C2 1.338(4) . ? N2 C4 1.330(4) . ? N2 C3 1.330(4) . ? N5 Na1 2.462(3) 1_556 ? N8 Na1 2.427(3) 6_556 ? C1 C2 1.513(4) . ? C2 C3 1.392(4) . ? C3 H3 0.9300 . ? C4 C5 1.389(4) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? 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 N6 Mn1 O1 97.19(10) . . ? N6 Mn1 N3 101.99(11) . 7 ? O1 Mn1 N3 158.68(9) . 7 ? N6 Mn1 O3 86.33(9) . . ? O1 Mn1 O3 88.72(8) . . ? N3 Mn1 O3 101.62(8) 7 . ? N6 Mn1 N3 97.20(10) . . ? O1 Mn1 N3 88.74(8) . . ? N3 Mn1 N3 79.77(10) 7 . ? O3 Mn1 N3 175.89(8) . . ? N6 Mn1 N1 167.78(10) . . ? O1 Mn1 N1 73.81(8) . . ? N3 Mn1 N1 88.38(9) 7 . ? O3 Mn1 N1 85.25(8) . . ? N3 Mn1 N1 90.94(9) . . ? N6 Mn1 Na1 45.14(8) . . ? O1 Mn1 Na1 101.49(6) . . ? N3 Mn1 Na1 98.62(7) 7 . ? O3 Mn1 Na1 42.27(5) . . ? N3 Mn1 Na1 141.58(7) . . ? N1 Mn1 Na1 127.47(6) . . ? O4 Na1 O3 86.04(8) . . ? O4 Na1 N8 99.93(12) . 6 ? O3 Na1 N8 160.76(13) . 6 ? O4 Na1 N5 158.02(12) . 1_554 ? O3 Na1 N5 78.18(11) . 1_554 ? N8 Na1 N5 99.96(14) 6 1_554 ? O4 Na1 O4 85.85(9) . 2_654 ? O3 Na1 O4 109.75(8) . 2_654 ? N8 Na1 O4 89.02(12) 6 2_654 ? N5 Na1 O4 85.23(10) 1_554 2_654 ? O4 Na1 N6 94.50(10) . . ? O3 Na1 N6 74.78(8) . . ? N8 Na1 N6 86.47(12) 6 . ? N5 Na1 N6 95.97(11) 1_554 . ? O4 Na1 N6 175.47(10) 2_654 . ? O4 Na1 Na1 43.86(6) . 2_654 ? O3 Na1 Na1 102.71(5) . 2_654 ? N8 Na1 Na1 94.03(11) 6 2_654 ? N5 Na1 Na1 125.17(9) 1_554 2_654 ? O4 Na1 Na1 42.06(6) 2_654 2_654 ? N6 Na1 Na1 137.87(9) . 2_654 ? O4 Na1 Mn1 96.67(7) . . ? O3 Na1 Mn1 38.99(5) . . ? N8 Na1 Mn1 121.79(11) 6 . ? N5 Na1 Mn1 80.64(9) 1_554 . ? O4 Na1 Mn1 147.79(7) 2_654 . ? N6 Na1 Mn1 36.67(6) . . ? Na1 Na1 Mn1 133.08(4) 2_654 . ? C1 O1 Mn1 119.99(18) . . ? Na1 O4 Na1 94.08(9) . 2_654 ? Na1 O4 H4A 114.9 . . ? Na1 O4 H4A 96.5 2_654 . ? Na1 O4 H4B 128.6 . . ? Na1 O4 H4B 92.2 2_654 . ? H4A O4 H4B 115.0 . . ? Mn1 O3 Na1 98.74(7) . . ? Mn1 O3 H3A 116.5 . . ? Na1 O3 H3A 115.2 . . ? Mn1 O3 H3B 118.8 . . ? Na1 O3 H3B 115.5 . . ? H3A O3 H3B 93.5 . . ? N7 N6 Mn1 132.8(2) . . ? N7 N6 Na1 114.7(2) . . ? Mn1 N6 Na1 98.19(10) . . ? N8 N7 N6 179.5(4) . . ? N4 N3 Mn1 136.8(2) . 7 ? N4 N3 Mn1 122.1(2) . . ? Mn1 N3 Mn1 100.23(10) 7 . ? N5 N4 N3 179.5(3) . . ? C5 N1 C2 117.9(2) . . ? C5 N1 Mn1 129.95(19) . . ? C2 N1 Mn1 111.84(17) . . ? C4 N2 C3 117.1(3) . . ? N4 N5 Na1 146.8(3) . 1_556 ? N7 N8 Na1 145.3(3) . 6_556 ? O2 C1 O1 126.1(3) . . ? O2 C1 C2 117.4(2) . . ? O1 C1 C2 116.6(2) . . ? N1 C2 C3 120.4(3) . . ? N1 C2 C1 116.9(2) . . ? C3 C2 C1 122.8(2) . . ? N2 C3 C2 121.9(3) . . ? N2 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? N2 C4 C5 121.5(3) . . ? N2 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? N1 C5 C4 121.2(3) . . ? N1 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 Mn1 Na1 O4 -88.58(13) . . . . ? O1 Mn1 Na1 O4 0.15(9) . . . . ? N3 Mn1 Na1 O4 173.05(9) 7 . . . ? O3 Mn1 Na1 O4 75.23(10) . . . . ? N3 Mn1 Na1 O4 -102.57(12) . . . . ? N1 Mn1 Na1 O4 78.45(10) . . . . ? N6 Mn1 Na1 O3 -163.81(14) . . . . ? O1 Mn1 Na1 O3 -75.08(9) . . . . ? N3 Mn1 Na1 O3 97.82(10) 7 . . . ? N3 Mn1 Na1 O3 -177.80(12) . . . . ? N1 Mn1 Na1 O3 3.22(11) . . . . ? N6 Mn1 Na1 N8 17.48(17) . . . 6 ? O1 Mn1 Na1 N8 106.21(13) . . . 6 ? N3 Mn1 Na1 N8 -80.89(14) 7 . . 6 ? O3 Mn1 Na1 N8 -178.71(15) . . . 6 ? N3 Mn1 Na1 N8 3.49(17) . . . 6 ? N1 Mn1 Na1 N8 -175.49(14) . . . 6 ? N6 Mn1 Na1 N5 113.45(15) . . . 1_554 ? O1 Mn1 Na1 N5 -157.82(11) . . . 1_554 ? N3 Mn1 Na1 N5 15.08(12) 7 . . 1_554 ? O3 Mn1 Na1 N5 -82.74(12) . . . 1_554 ? N3 Mn1 Na1 N5 99.46(14) . . . 1_554 ? N1 Mn1 Na1 N5 -79.52(12) . . . 1_554 ? N6 Mn1 Na1 O4 178.62(18) . . . 2_654 ? O1 Mn1 Na1 O4 -92.65(14) . . . 2_654 ? N3 Mn1 Na1 O4 80.25(14) 7 . . 2_654 ? O3 Mn1 Na1 O4 -17.57(14) . . . 2_654 ? N3 Mn1 Na1 O4 164.63(15) . . . 2_654 ? N1 Mn1 Na1 O4 -14.35(16) . . . 2_654 ? O1 Mn1 Na1 N6 88.73(13) . . . . ? N3 Mn1 Na1 N6 -98.37(14) 7 . . . ? O3 Mn1 Na1 N6 163.81(14) . . . . ? N3 Mn1 Na1 N6 -13.99(16) . . . . ? N1 Mn1 Na1 N6 167.04(14) . . . . ? N6 Mn1 Na1 Na1 -116.38(13) . . . 2_654 ? O1 Mn1 Na1 Na1 -27.65(8) . . . 2_654 ? N3 Mn1 Na1 Na1 145.26(8) 7 . . 2_654 ? O3 Mn1 Na1 Na1 47.44(8) . . . 2_654 ? N3 Mn1 Na1 Na1 -130.36(11) . . . 2_654 ? N1 Mn1 Na1 Na1 50.66(10) . . . 2_654 ? N6 Mn1 O1 C1 164.2(2) . . . . ? N3 Mn1 O1 C1 -41.7(4) 7 . . . ? O3 Mn1 O1 C1 78.1(2) . . . . ? N3 Mn1 O1 C1 -98.7(2) . . . . ? N1 Mn1 O1 C1 -7.4(2) . . . . ? Na1 Mn1 O1 C1 118.6(2) . . . . ? O3 Na1 O4 Na1 -112.98(8) . . . 2_654 ? N8 Na1 O4 Na1 85.46(13) 6 . . 2_654 ? N5 Na1 O4 Na1 -69.1(3) 1_554 . . 2_654 ? O4 Na1 O4 Na1 -2.82(12) 2_654 . . 2_654 ? N6 Na1 O4 Na1 172.65(8) . . . 2_654 ? Mn1 Na1 O4 Na1 -150.56(5) . . . 2_654 ? N6 Mn1 O3 Na1 11.42(10) . . . . ? O1 Mn1 O3 Na1 108.71(8) . . . . ? N3 Mn1 O3 Na1 -90.08(9) 7 . . . ? N3 Mn1 O3 Na1 160.5(11) . . . . ? N1 Mn1 O3 Na1 -177.43(9) . . . . ? O4 Na1 O3 Mn1 -105.70(9) . . . . ? N8 Na1 O3 Mn1 3.3(4) 6 . . . ? N5 Na1 O3 Mn1 89.68(10) 1_554 . . . ? O4 Na1 O3 Mn1 170.15(8) 2_654 . . . ? N6 Na1 O3 Mn1 -9.94(9) . . . . ? Na1 Na1 O3 Mn1 -146.53(6) 2_654 . . . ? O1 Mn1 N6 N7 36.2(3) . . . . ? N3 Mn1 N6 N7 -134.5(3) 7 . . . ? O3 Mn1 N6 N7 124.4(3) . . . . ? N3 Mn1 N6 N7 -53.5(3) . . . . ? N1 Mn1 N6 N7 78.0(6) . . . . ? Na1 Mn1 N6 N7 135.2(4) . . . . ? O1 Mn1 N6 Na1 -99.08(10) . . . . ? N3 Mn1 N6 Na1 90.28(11) 7 . . . ? O3 Mn1 N6 Na1 -10.83(9) . . . . ? N3 Mn1 N6 Na1 171.29(10) . . . . ? N1 Mn1 N6 Na1 -57.3(5) . . . . ? O4 Na1 N6 N7 -50.2(3) . . . . ? O3 Na1 N6 N7 -134.9(3) . . . . ? N8 Na1 N6 N7 49.5(3) 6 . . . ? N5 Na1 N6 N7 149.1(3) 1_554 . . . ? O4 Na1 N6 N7 44.0(14) 2_654 . . . ? Na1 Na1 N6 N7 -42.6(3) 2_654 . . . ? Mn1 Na1 N6 N7 -145.3(3) . . . . ? O4 Na1 N6 Mn1 95.13(11) . . . . ? O3 Na1 N6 Mn1 10.47(9) . . . . ? N8 Na1 N6 Mn1 -165.18(14) 6 . . . ? N5 Na1 N6 Mn1 -65.53(14) 1_554 . . . ? O4 Na1 N6 Mn1 -170.6(12) 2_654 . . . ? Na1 Na1 N6 Mn1 102.72(10) 2_654 . . . ? Mn1 N6 N7 N8 79(100) . . . . ? Na1 N6 N7 N8 -151(100) . . . . ? N6 Mn1 N3 N4 70.1(3) . . . . ? O1 Mn1 N3 N4 -27.0(2) . . . . ? N3 Mn1 N3 N4 171.0(3) 7 . . . ? O3 Mn1 N3 N4 -78.8(12) . . . . ? N1 Mn1 N3 N4 -100.8(2) . . . . ? Na1 Mn1 N3 N4 80.0(3) . . . . ? N6 Mn1 N3 Mn1 -100.95(12) . . . 7 ? O1 Mn1 N3 Mn1 161.96(10) . . . 7 ? N3 Mn1 N3 Mn1 0.0 7 . . 7 ? O3 Mn1 N3 Mn1 110.1(11) . . . 7 ? N1 Mn1 N3 Mn1 88.18(10) . . . 7 ? Na1 Mn1 N3 Mn1 -91.01(12) . . . 7 ? Mn1 N3 N4 N5 159(100) 7 . . . ? Mn1 N3 N4 N5 -8(60) . . . . ? N6 Mn1 N1 C5 137.9(4) . . . . ? O1 Mn1 N1 C5 -178.5(3) . . . . ? N3 Mn1 N1 C5 -10.4(3) 7 . . . ? O3 Mn1 N1 C5 91.4(3) . . . . ? N3 Mn1 N1 C5 -90.1(3) . . . . ? Na1 Mn1 N1 C5 89.2(2) . . . . ? N6 Mn1 N1 C2 -35.3(5) . . . . ? O1 Mn1 N1 C2 8.19(18) . . . . ? N3 Mn1 N1 C2 176.34(19) 7 . . . ? O3 Mn1 N1 C2 -81.86(19) . . . . ? N3 Mn1 N1 C2 96.60(19) . . . . ? Na1 Mn1 N1 C2 -84.04(19) . . . . ? N3 N4 N5 Na1 2(61) . . . 1_556 ? N6 N7 N8 Na1 85(97) . . . 6_556 ? Mn1 O1 C1 O2 -175.3(2) . . . . ? Mn1 O1 C1 C2 5.3(3) . . . . ? C5 N1 C2 C3 -1.6(4) . . . . ? Mn1 N1 C2 C3 172.6(2) . . . . ? C5 N1 C2 C1 177.3(2) . . . . ? Mn1 N1 C2 C1 -8.5(3) . . . . ? O2 C1 C2 N1 -176.6(3) . . . . ? O1 C1 C2 N1 2.8(4) . . . . ? O2 C1 C2 C3 2.3(4) . . . . ? O1 C1 C2 C3 -178.3(3) . . . . ? C4 N2 C3 C2 -0.2(5) . . . . ? N1 C2 C3 N2 1.3(5) . . . . ? C1 C2 C3 N2 -177.6(3) . . . . ? C3 N2 C4 C5 -0.4(4) . . . . ? C2 N1 C5 C4 1.0(4) . . . . ? Mn1 N1 C5 C4 -171.9(2) . . . . ? N2 C4 C5 N1 0.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.54 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.733 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.106 #===END data_complex3 _database_code_depnum_ccdc_archive 'CCDC 770741' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H8 Mn N4 O3' _chemical_formula_sum 'C7 H8 Mn N4 O3' _chemical_formula_weight 251.11 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' Mn Mn 0.3368 0.7283 '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 7.4957(7) _cell_length_b 7.5942(7) _cell_length_c 9.4664(8) _cell_angle_alpha 83.1980(10) _cell_angle_beta 73.1330(10) _cell_angle_gamma 62.1050(10) _cell_volume 455.67(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.33 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.830 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 254 _exptl_absorpt_coefficient_mu 1.440 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5691 _exptl_absorpt_correction_T_max 0.7333 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5288 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0253 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 28.33 _reflns_number_total 2122 _reflns_number_gt 1834 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1999)' _computing_publication_material WinGX _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^ > 2\s(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^)+(0.0333P)^2^+0.1400P] 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 2122 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0329 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0674 _refine_ls_wR_factor_gt 0.0639 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 Mn1 Mn 0.5000 0.0000 0.0000 0.01835(11) Uani 1 2 d S . . Mn2 Mn 0.0000 0.5000 0.0000 0.01994(11) Uani 1 2 d S . . O1 O 0.2920(2) 0.00815(19) -0.12959(14) 0.0280(3) Uani 1 1 d . . . O2 O 0.1257(2) 0.3255(2) -0.19141(14) 0.0324(3) Uani 1 1 d . . . N1 N 0.3004(2) 0.3183(2) 0.06429(17) 0.0227(3) Uani 1 1 d . . . N2 N 0.3476(2) 0.4056(2) 0.13191(16) 0.0222(3) Uani 1 1 d . . . N3 N 0.3919(3) 0.4914(3) 0.1972(2) 0.0378(4) Uani 1 1 d . . . N4 N 0.2738(2) -0.0641(2) -0.79888(15) 0.0233(3) Uani 1 1 d . . . H4A H 0.1453 0.0004 -0.8140 0.028 Uiso 1 1 calc R . . H4B H 0.3121 -0.1952 -0.8024 0.028 Uiso 1 1 calc R . . O1W O 0.1439(3) 0.7011(3) -0.1204(2) 0.0395(4) Uani 1 1 d . . . C1 C 0.2127(3) 0.1414(3) -0.21817(18) 0.0207(3) Uani 1 1 d . . . C2 C 0.2223(3) 0.0807(3) -0.36649(18) 0.0200(3) Uani 1 1 d . . . C3 C 0.3514(3) -0.1127(3) -0.42249(18) 0.0213(4) Uani 1 1 d . . . H3 H 0.4281 -0.2102 -0.3649 0.026 Uiso 1 1 calc R . . C4 C 0.3665(3) -0.1613(3) -0.56335(19) 0.0228(4) Uani 1 1 d . . . H4 H 0.4536 -0.2910 -0.6000 0.027 Uiso 1 1 calc R . . C7 C 0.1068(3) 0.2241(3) -0.45412(19) 0.0244(4) Uani 1 1 d . . . H7 H 0.0189 0.3537 -0.4174 0.029 Uiso 1 1 calc R . . C6 C 0.1209(3) 0.1765(3) -0.59451(19) 0.0243(4) Uani 1 1 d . . . H6 H 0.0429 0.2735 -0.6517 0.029 Uiso 1 1 calc R . . C5 C 0.2519(3) -0.0166(3) -0.65011(18) 0.0199(3) Uani 1 1 d . . . H1W H 0.271(6) 0.621(6) -0.164(4) 0.095(13) Uiso 1 1 d . . . H2W H 0.148(5) 0.790(5) -0.091(3) 0.070(11) 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 Mn1 0.02187(19) 0.01532(18) 0.01537(18) -0.00179(13) -0.00694(14) -0.00489(15) Mn2 0.02036(19) 0.01809(19) 0.01716(19) -0.00311(14) -0.00738(14) -0.00325(15) O1 0.0367(7) 0.0270(7) 0.0213(6) 0.0015(5) -0.0153(6) -0.0114(6) O2 0.0410(8) 0.0247(7) 0.0210(7) -0.0068(5) -0.0115(6) -0.0031(6) N1 0.0232(7) 0.0162(7) 0.0264(8) -0.0031(6) -0.0105(6) -0.0041(6) N2 0.0213(7) 0.0159(7) 0.0258(8) 0.0008(6) -0.0080(6) -0.0047(6) N3 0.0426(10) 0.0277(9) 0.0508(11) -0.0052(8) -0.0229(9) -0.0148(8) N4 0.0305(8) 0.0252(8) 0.0165(7) -0.0011(6) -0.0086(6) -0.0129(7) O1W 0.0400(9) 0.0332(9) 0.0462(10) 0.0045(7) -0.0090(8) -0.0198(8) C1 0.0184(8) 0.0247(9) 0.0170(8) -0.0030(7) -0.0045(6) -0.0075(7) C2 0.0213(8) 0.0241(9) 0.0149(8) -0.0013(7) -0.0045(6) -0.0104(7) C3 0.0237(9) 0.0217(9) 0.0178(8) 0.0025(7) -0.0080(7) -0.0089(7) C4 0.0269(9) 0.0195(8) 0.0195(8) -0.0022(7) -0.0046(7) -0.0090(7) C7 0.0263(9) 0.0217(9) 0.0193(8) -0.0030(7) -0.0055(7) -0.0058(7) C6 0.0270(9) 0.0247(9) 0.0177(8) 0.0017(7) -0.0092(7) -0.0073(8) C5 0.0243(9) 0.0249(9) 0.0143(8) -0.0003(7) -0.0038(7) -0.0149(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Mn1 N1 2.2107(14) . ? Mn1 N1 2.2107(14) 2_655 ? Mn1 O1 2.2230(12) 2_655 ? Mn1 O1 2.2230(12) . ? Mn1 N4 2.3273(15) 1_556 ? Mn1 N4 2.3273(15) 2_654 ? Mn2 O2 2.0824(12) 2_565 ? Mn2 O2 2.0824(12) . ? Mn2 N1 2.2438(14) . ? Mn2 N1 2.2438(14) 2_565 ? Mn2 O1W 2.2828(16) . ? Mn2 O1W 2.2828(16) 2_565 ? O1 C1 1.267(2) . ? O2 C1 1.257(2) . ? N1 N2 1.194(2) . ? N2 N3 1.155(2) . ? N4 C5 1.439(2) . ? N4 Mn1 2.3273(15) 1_554 ? C1 C2 1.501(2) . ? C2 C3 1.390(2) . ? C2 C7 1.394(2) . ? C3 C4 1.384(2) . ? C4 C5 1.390(2) . ? C7 C6 1.380(2) . ? C6 C5 1.388(2) . ? 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 Mn1 N1 180.0 . 2_655 ? N1 Mn1 O1 88.12(5) . 2_655 ? N1 Mn1 O1 91.88(5) 2_655 2_655 ? N1 Mn1 O1 91.88(5) . . ? N1 Mn1 O1 88.12(5) 2_655 . ? O1 Mn1 O1 180.00(8) 2_655 . ? N1 Mn1 N4 86.37(6) . 1_556 ? N1 Mn1 N4 93.63(6) 2_655 1_556 ? O1 Mn1 N4 94.56(5) 2_655 1_556 ? O1 Mn1 N4 85.44(5) . 1_556 ? N1 Mn1 N4 93.63(6) . 2_654 ? N1 Mn1 N4 86.37(6) 2_655 2_654 ? O1 Mn1 N4 85.45(5) 2_655 2_654 ? O1 Mn1 N4 94.55(5) . 2_654 ? N4 Mn1 N4 180.0 1_556 2_654 ? O2 Mn2 O2 180.00(4) 2_565 . ? O2 Mn2 N1 90.33(5) 2_565 . ? O2 Mn2 N1 89.67(5) . . ? O2 Mn2 N1 89.67(5) 2_565 2_565 ? O2 Mn2 N1 90.33(5) . 2_565 ? N1 Mn2 N1 180.0 . 2_565 ? O2 Mn2 O1W 90.42(6) 2_565 . ? O2 Mn2 O1W 89.58(6) . . ? N1 Mn2 O1W 86.83(6) . . ? N1 Mn2 O1W 93.17(6) 2_565 . ? O2 Mn2 O1W 89.58(6) 2_565 2_565 ? O2 Mn2 O1W 90.42(6) . 2_565 ? N1 Mn2 O1W 93.17(6) . 2_565 ? N1 Mn2 O1W 86.83(6) 2_565 2_565 ? O1W Mn2 O1W 180.0 . 2_565 ? C1 O1 Mn1 127.15(11) . . ? C1 O2 Mn2 134.47(12) . . ? N2 N1 Mn1 122.42(12) . . ? N2 N1 Mn2 115.76(11) . . ? Mn1 N1 Mn2 121.79(6) . . ? N3 N2 N1 179.48(19) . . ? C5 N4 Mn1 121.54(10) . 1_554 ? O2 C1 O1 124.35(16) . . ? O2 C1 C2 116.28(15) . . ? O1 C1 C2 119.37(15) . . ? C3 C2 C7 118.79(15) . . ? C3 C2 C1 121.86(15) . . ? C7 C2 C1 119.28(16) . . ? C4 C3 C2 120.52(16) . . ? C3 C4 C5 120.16(16) . . ? C6 C7 C2 120.96(16) . . ? C7 C6 C5 119.85(16) . . ? C6 C5 C4 119.72(15) . . ? C6 C5 N4 119.83(15) . . ? C4 C5 N4 120.42(16) . . ? _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.305 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.058 #===END data_complex4 _database_code_depnum_ccdc_archive 'CCDC 770742' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H8 Cu3 N22' _chemical_formula_sum 'C8 H8 Cu3 N22' _chemical_formula_weight 602.98 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 11.9395(6) _cell_length_b 6.0952(3) _cell_length_c 15.2200(9) _cell_angle_alpha 90.00 _cell_angle_beta 111.266(3) _cell_angle_gamma 90.00 _cell_volume 1032.19(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 30.55 _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.940 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 594 _exptl_absorpt_coefficient_mu 3.113 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4760 _exptl_absorpt_correction_T_max 0.5475 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12068 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 30.55 _reflns_number_total 3126 _reflns_number_gt 2278 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1999)' _computing_publication_material WinGX _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^ > 2\s(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^)+(0.0352P)^2^+0.1007P] 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 3126 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0785 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.19846(2) 0.21109(5) 0.13819(2) 0.02625(10) Uani 1 1 d . . . Cu2 Cu 0.0000 0.5000 0.0000 0.02466(11) Uani 1 2 d S . . N2 N 0.30587(17) 0.2248(3) 0.33408(14) 0.0250(4) Uani 1 1 d . . . N3 N 0.37539(19) 0.3220(3) 0.39557(15) 0.0350(5) Uani 1 1 d . . . N1 N 0.23301(17) 0.1221(3) 0.27344(13) 0.0286(4) Uani 1 1 d . . . N7 N 0.15838(17) 0.3679(4) 0.01502(14) 0.0317(5) Uani 1 1 d . . . N4 N 0.03114(17) 0.3219(3) 0.11649(14) 0.0270(4) Uani 1 1 d . . . N8 N 0.22419(19) 0.4008(4) -0.02786(16) 0.0370(5) Uani 1 1 d . . . N5 N -0.04519(19) 0.2128(4) 0.13073(17) 0.0373(5) Uani 1 1 d . . . N10 N 0.36177(17) 0.1255(3) 0.14227(14) 0.0311(5) Uani 1 1 d . . . N9 N 0.2873(3) 0.4298(6) -0.0672(3) 0.0814(10) Uani 1 1 d . . . N6 N -0.1172(2) 0.1116(5) 0.1445(2) 0.0771(10) Uani 1 1 d . . . C1 C 0.4574(3) 0.2407(6) 0.1935(2) 0.0545(9) Uani 1 1 d . . . H1 H 0.4463 0.3635 0.2256 0.065 Uiso 1 1 calc R . . C4 C 0.3782(3) -0.0485(5) 0.0953(2) 0.0454(7) Uani 1 1 d . . . H4 H 0.3114 -0.1279 0.0578 0.054 Uiso 1 1 calc R . . N11 N 0.5899(3) 0.0048(7) 0.1536(3) 0.0973(12) Uani 1 1 d . . . C3 C 0.4908(3) -0.1151(6) 0.1001(3) 0.0609(9) Uani 1 1 d . . . H3 H 0.4996 -0.2391 0.0676 0.073 Uiso 1 1 calc R . . C2 C 0.5722(3) 0.1864(7) 0.2011(3) 0.0793(13) Uani 1 1 d . . . H2 H 0.6371 0.2710 0.2378 0.095 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02032(15) 0.02743(17) 0.02749(15) 0.00542(12) 0.00445(11) 0.00623(11) Cu2 0.0206(2) 0.0261(2) 0.0250(2) 0.00577(16) 0.00547(16) 0.00678(15) N2 0.0263(10) 0.0186(9) 0.0251(9) 0.0061(8) 0.0033(8) 0.0034(7) N3 0.0362(12) 0.0265(11) 0.0298(10) -0.0002(9) -0.0032(9) -0.0028(9) N1 0.0312(10) 0.0215(10) 0.0263(10) -0.0004(8) 0.0023(8) -0.0029(8) N7 0.0268(10) 0.0389(12) 0.0302(10) 0.0101(9) 0.0111(9) 0.0123(9) N4 0.0204(9) 0.0269(10) 0.0300(10) 0.0064(8) 0.0048(8) 0.0019(8) N8 0.0339(12) 0.0377(13) 0.0404(12) 0.0081(10) 0.0148(10) 0.0150(10) N5 0.0264(11) 0.0354(12) 0.0461(13) 0.0126(10) 0.0083(10) 0.0071(9) N10 0.0236(10) 0.0334(11) 0.0329(11) 0.0044(9) 0.0061(8) 0.0092(8) N9 0.073(2) 0.102(2) 0.096(2) 0.043(2) 0.063(2) 0.0346(19) N6 0.0428(16) 0.079(2) 0.114(3) 0.048(2) 0.0335(17) 0.0010(15) C1 0.0326(15) 0.065(2) 0.062(2) -0.0235(16) 0.0126(15) -0.0018(14) C4 0.0421(16) 0.0453(17) 0.0557(18) -0.0049(14) 0.0263(14) 0.0010(13) N11 0.052(2) 0.137(3) 0.101(3) 0.004(3) 0.025(2) 0.027(2) C3 0.053(2) 0.056(2) 0.084(3) -0.0075(19) 0.0378(19) 0.0125(16) C2 0.0278(16) 0.115(3) 0.089(3) -0.042(3) 0.0143(18) -0.0014(18) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N10 1.9975(19) . ? Cu1 N7 2.002(2) . ? Cu1 N4 2.0194(19) . ? Cu1 N1 2.0214(19) . ? Cu2 N7 1.9905(19) 3_565 ? Cu2 N7 1.9905(19) . ? Cu2 N4 1.9954(19) 3_565 ? Cu2 N4 1.9954(19) . ? N2 N3 1.163(3) . ? N2 N1 1.191(3) . ? N7 N8 1.206(3) . ? N4 N5 1.209(3) . ? N8 N9 1.134(3) . ? N5 N6 1.138(3) . ? N10 C1 1.326(4) . ? N10 C4 1.333(3) . ? C1 C2 1.373(4) . ? C4 C3 1.380(4) . ? N11 C3 1.378(5) . ? N11 C2 1.380(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 N10 Cu1 N7 93.04(8) . . ? N10 Cu1 N4 171.53(8) . . ? N7 Cu1 N4 78.50(8) . . ? N10 Cu1 N1 93.55(8) . . ? N7 Cu1 N1 166.68(8) . . ? N4 Cu1 N1 94.63(8) . . ? N7 Cu2 N7 180.0 3_565 . ? N7 Cu2 N4 79.33(8) 3_565 3_565 ? N7 Cu2 N4 100.67(8) . 3_565 ? N7 Cu2 N4 100.67(8) 3_565 . ? N7 Cu2 N4 79.33(8) . . ? N4 Cu2 N4 180.00(11) 3_565 . ? N3 N2 N1 177.6(3) . . ? N2 N1 Cu1 118.04(16) . . ? N8 N7 Cu2 130.44(16) . . ? N8 N7 Cu1 127.20(16) . . ? Cu2 N7 Cu1 101.26(9) . . ? N5 N4 Cu2 123.27(16) . . ? N5 N4 Cu1 123.49(16) . . ? Cu2 N4 Cu1 100.47(9) . . ? N9 N8 N7 179.0(3) . . ? N6 N5 N4 179.4(3) . . ? C1 N10 C4 118.3(2) . . ? C1 N10 Cu1 120.18(19) . . ? C4 N10 Cu1 121.56(18) . . ? N10 C1 C2 122.8(3) . . ? N10 C4 C3 122.4(3) . . ? C3 N11 C2 118.3(3) . . ? N11 C3 C4 119.1(3) . . ? C1 C2 N11 119.1(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 30.55 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.570 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.093 #===END data_complex5 _database_code_depnum_ccdc_archive 'CCDC 770743' #TrackingRef '- cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H10 Cu3 N20 ' _chemical_formula_sum 'C10 H10 Cu3 N20 ' _chemical_formula_weight 601.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 11.9024(8) _cell_length_b 6.0183(2) _cell_length_c 14.8927(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.524(9) _cell_angle_gamma 90.00 _cell_volume 999.08(11) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6447 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 29.99 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.998 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 594 _exptl_absorpt_coefficient_mu 3.214 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'ABSPACK, Oxford Diffraction Ltd' _exptl_absorpt_correction_T_min 0.793 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; none ; _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_standards_number n/a _diffrn_measurement_device 'Oxford Diffaction X-Calibur System' _diffrn_measurement_method '321 frames, counting time 10 s.' _diffrn_standards_interval_count n/a _diffrn_standards_interval_time n/a _diffrn_standards_decay_% n/a _diffrn_reflns_number 6447 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 29.99 _reflns_number_total 2889 _reflns_number_gt 2211 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crysalis, Oxford Diffraction' _computing_cell_refinement 'Crysalis, Oxford Diffraction' _computing_data_reduction 'Crysalis, Oxford Diffraction' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics PLATON(Spek,2004) _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 ; _refine_ls_weighting_details w=1/[\s^2^(Fo^2^)+(0.0681P)^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 2889 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1092 _refine_ls_wR_factor_gt 0.1032 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.979 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.19720(3) 0.29431(6) 0.13750(3) 0.01555(12) Uani 1 1 d . . . Cu2 Cu 0.0000 0.0000 0.0000 0.01541(14) Uani 1 2 d S . . N2 N 0.3058(2) 0.2802(4) 0.3357(2) 0.0146(5) Uani 1 1 d . . . N10 N 0.3599(2) 0.3812(5) 0.1401(2) 0.0190(6) Uani 1 1 d . . . N1 N 0.2332(2) 0.3853(4) 0.2753(2) 0.0181(5) Uani 1 1 d . . . C1 C 0.4565(3) 0.2677(7) 0.1940(3) 0.0313(9) Uani 1 1 d . . . H1 H 0.4460 0.1431 0.2271 0.038 Uiso 1 1 calc R . . C5 C 0.3765(3) 0.5572(6) 0.0914(3) 0.0272(8) Uani 1 1 d . . . H5 H 0.3098 0.6342 0.0518 0.033 Uiso 1 1 calc R . . C4 C 0.4884(4) 0.6281(7) 0.0978(3) 0.0367(10) Uani 1 1 d . . . H4 H 0.4970 0.7542 0.0647 0.044 Uiso 1 1 calc R . . C3 C 0.5874(3) 0.5128(8) 0.1530(3) 0.0394(10) Uani 1 1 d . . . H3 H 0.6639 0.5575 0.1574 0.047 Uiso 1 1 calc R . . C2 C 0.5710(3) 0.3293(8) 0.2020(4) 0.0426(11) Uani 1 1 d . . . H2 H 0.6367 0.2475 0.2401 0.051 Uiso 1 1 calc R . . N4 N 0.0313(2) 0.1814(4) 0.1187(2) 0.0183(6) Uani 1 1 d . . . N7 N 0.1555(2) 0.1396(4) 0.0116(2) 0.0182(6) Uani 1 1 d . . . N3 N 0.3753(2) 0.1809(4) 0.3971(2) 0.0199(6) Uani 1 1 d . . . N5 N -0.0460(2) 0.2934(5) 0.1316(2) 0.0219(6) Uani 1 1 d . . . N8 N 0.2241(2) 0.0975(5) -0.0303(2) 0.0225(6) Uani 1 1 d . . . N6 N -0.1186(3) 0.3966(6) 0.1454(3) 0.0411(9) Uani 1 1 d . . . N9 N 0.2889(3) 0.0599(7) -0.0691(3) 0.0436(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 Cu1 0.01439(18) 0.01623(19) 0.0154(2) -0.00251(15) 0.00436(14) -0.00333(13) Cu2 0.0169(2) 0.0165(2) 0.0131(3) -0.0035(2) 0.0056(2) -0.00457(19) N2 0.0200(12) 0.0107(10) 0.0134(13) -0.0014(10) 0.0060(10) -0.0029(9) N10 0.0183(12) 0.0207(13) 0.0183(14) -0.0017(11) 0.0067(11) -0.0049(10) N1 0.0196(12) 0.0180(12) 0.0158(14) -0.0002(11) 0.0051(10) 0.0019(10) C1 0.0219(16) 0.037(2) 0.033(2) 0.0109(17) 0.0077(15) 0.0010(14) C5 0.0261(16) 0.0276(17) 0.030(2) 0.0053(15) 0.0131(15) 0.0009(14) C4 0.037(2) 0.031(2) 0.049(3) 0.0055(19) 0.024(2) -0.0061(17) C3 0.0241(17) 0.054(3) 0.043(3) -0.001(2) 0.0163(17) -0.0129(17) C2 0.0193(16) 0.060(3) 0.045(3) 0.015(2) 0.0068(17) 0.0026(17) N4 0.0182(12) 0.0171(12) 0.0183(14) -0.0026(10) 0.0046(11) -0.0026(10) N7 0.0184(12) 0.0216(13) 0.0156(14) -0.0044(11) 0.0072(10) -0.0070(10) N3 0.0233(13) 0.0156(12) 0.0166(14) -0.0014(10) 0.0018(11) -0.0007(10) N5 0.0184(12) 0.0221(13) 0.0237(16) -0.0046(12) 0.0053(11) -0.0039(11) N8 0.0234(13) 0.0197(13) 0.0246(16) -0.0006(12) 0.0088(12) -0.0050(11) N6 0.0263(16) 0.0392(19) 0.059(3) -0.0222(19) 0.0166(16) -0.0025(15) N9 0.0415(19) 0.055(2) 0.048(2) -0.0166(19) 0.0317(18) -0.0141(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 Cu1 N10 1.994(3) . ? Cu1 N7 1.994(3) . ? Cu1 N4 2.013(3) . ? Cu1 N1 2.020(3) . ? Cu1 N3 2.472(3) 2 ? Cu1 Cu2 3.0772(4) . ? Cu2 N7 1.984(3) . ? Cu2 N7 1.984(3) 3 ? Cu2 N4 1.999(3) . ? Cu2 N4 1.999(3) 3 ? Cu2 N3 2.578(3) 2_545 ? Cu2 N3 2.578(3) 4_565 ? Cu2 Cu1 3.0772(4) 3 ? N2 N3 1.161(4) . ? N2 N1 1.188(4) . ? N10 C1 1.336(5) . ? N10 C5 1.336(4) . ? C1 C2 1.378(5) . ? C1 H1 0.9300 . ? C5 C4 1.370(5) . ? C5 H5 0.9300 . ? C4 C3 1.365(6) . ? C4 H4 0.9300 . ? C3 C2 1.374(6) . ? C3 H3 0.9300 . ? C2 H2 0.9300 . ? N4 N5 1.208(4) . ? N7 N8 1.214(4) . ? N3 Cu1 2.472(3) 2_545 ? N3 Cu2 2.578(3) 2 ? N5 N6 1.139(4) . ? N8 N9 1.138(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 N10 Cu1 N7 93.46(11) . . ? N10 Cu1 N4 172.04(12) . . ? N7 Cu1 N4 78.65(11) . . ? N10 Cu1 N1 92.92(11) . . ? N7 Cu1 N1 167.51(11) . . ? N4 Cu1 N1 94.64(11) . . ? N10 Cu1 N3 91.32(10) . 2 ? N7 Cu1 N3 106.85(11) . 2 ? N4 Cu1 N3 91.98(10) . 2 ? N1 Cu1 N3 83.73(10) . 2 ? N10 Cu1 Cu2 132.30(8) . . ? N7 Cu1 Cu2 39.22(7) . . ? N4 Cu1 Cu2 39.74(8) . . ? N1 Cu1 Cu2 132.28(8) . . ? N3 Cu1 Cu2 105.89(7) 2 . ? N7 Cu2 N7 180.0 . 3 ? N7 Cu2 N4 79.23(11) . . ? N7 Cu2 N4 100.77(11) 3 . ? N7 Cu2 N4 100.77(11) . 3 ? N7 Cu2 N4 79.23(11) 3 3 ? N4 Cu2 N4 180.0 . 3 ? N7 Cu2 N3 86.50(10) . 2_545 ? N7 Cu2 N3 93.50(10) 3 2_545 ? N4 Cu2 N3 89.50(10) . 2_545 ? N4 Cu2 N3 90.50(10) 3 2_545 ? N7 Cu2 N3 93.50(10) . 4_565 ? N7 Cu2 N3 86.50(10) 3 4_565 ? N4 Cu2 N3 90.50(10) . 4_565 ? N4 Cu2 N3 89.50(10) 3 4_565 ? N3 Cu2 N3 180.0 2_545 4_565 ? N7 Cu2 Cu1 140.54(8) . 3 ? N7 Cu2 Cu1 39.46(8) 3 3 ? N4 Cu2 Cu1 139.91(8) . 3 ? N4 Cu2 Cu1 40.08(8) 3 3 ? N3 Cu2 Cu1 96.46(6) 2_545 3 ? N3 Cu2 Cu1 83.54(6) 4_565 3 ? N7 Cu2 Cu1 39.46(8) . . ? N7 Cu2 Cu1 140.54(8) 3 . ? N4 Cu2 Cu1 40.09(8) . . ? N4 Cu2 Cu1 139.92(8) 3 . ? N3 Cu2 Cu1 83.54(6) 2_545 . ? N3 Cu2 Cu1 96.46(6) 4_565 . ? Cu1 Cu2 Cu1 180.0 3 . ? N3 N2 N1 177.5(3) . . ? C1 N10 C5 118.1(3) . . ? C1 N10 Cu1 120.2(2) . . ? C5 N10 Cu1 121.6(2) . . ? N2 N1 Cu1 117.6(2) . . ? N10 C1 C2 122.1(4) . . ? N10 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? N10 C5 C4 122.3(3) . . ? N10 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C3 C4 C5 119.7(4) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C3 C2 118.4(4) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C3 C2 C1 119.4(4) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? N5 N4 Cu2 122.0(2) . . ? N5 N4 Cu1 123.6(2) . . ? Cu2 N4 Cu1 100.18(13) . . ? N8 N7 Cu2 129.9(2) . . ? N8 N7 Cu1 126.1(2) . . ? Cu2 N7 Cu1 101.32(13) . . ? N2 N3 Cu1 102.7(2) . 2_545 ? N2 N3 Cu2 100.8(2) . 2 ? Cu1 N3 Cu2 155.68(13) 2_545 2 ? N6 N5 N4 178.7(4) . . ? N9 N8 N7 179.3(4) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.963 _refine_diff_density_min -1.226 _refine_diff_density_rms 0.165 _publ_section_references ; Oxford Diffraction Ltd, Crysalis Program (2005) Oxford Diffraction Ltd, Abspack Program (2005) Sheldrick, G.M. (1997) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (2004) PLATON program, Utrecht University, The Netherlands ; #===END