# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Nather, Christian' _publ_contact_author_email cnaether@ac.uni-kiel.de _publ_section_title ; Directed Synthesis of \^A\m-1,3,5 bridged Dicyanamides by Thermal Decomposition of \^A\m-1,5 bridged Precursor Compounds ; loop_ _publ_author_name C.Nather M.Wriedt data_1-Co _database_code_depnum_ccdc_archive 'CCDC 774822' #TrackingRef '1-Co.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena[(bis(\m2-dicyanamido-N,N')-bis(pyridazine-N)-cobalt(II)] ; _chemical_name_common ;catena((bis(mu2-dicyanamido-N,N')-bis(pyridazine-N)- cobalt(ii)) ; _chemical_melting_point ? _chemical_formula_moiety 'C12 H8 Co N10' _chemical_formula_sum 'C12 H8 Co N10' _chemical_formula_weight 351.21 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' 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 'C 2/m' _symmetry_space_group_name_Hall '-C 2y' 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, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.1133(17) _cell_length_b 7.3409(5) _cell_length_c 6.3272(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.724(7) _cell_angle_gamma 90.00 _cell_volume 757.14(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5353 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 29.17 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.541 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 354 _exptl_absorpt_coefficient_mu 1.149 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.853 _exptl_absorpt_correction_T_max 0.888 _exptl_absorpt_process_details ? _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 'Stoe IPDS-2' _diffrn_measurement_method 'Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% NONE _diffrn_reflns_number 5353 _diffrn_reflns_av_R_equivalents 0.0210 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 29.17 _reflns_number_total 1096 _reflns_number_gt 1033 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0460P)^2^+0.2424P] 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 1096 _refine_ls_number_parameters 65 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0781 _refine_ls_wR_factor_gt 0.0765 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 0.0000 0.0000 0.5000 0.03963(15) Uani 1 4 d S . . N1 N 0.12069(12) 0.0000 0.4561(3) 0.0479(4) Uani 1 2 d S . . N2 N 0.18650(14) 0.0000 0.6358(3) 0.0610(6) Uani 1 2 d S . . C1 C 0.25951(19) 0.0000 0.6064(5) 0.0781(9) Uani 1 2 d S . . H1 H 0.3054 0.0000 0.7316 0.094 Uiso 1 2 calc SR . . C2 C 0.2719(2) 0.0000 0.4013(6) 0.0908(12) Uani 1 2 d S . . H2 H 0.3246 0.0000 0.3881 0.109 Uiso 1 2 calc SR . . C3 C 0.2050(2) 0.0000 0.2196(5) 0.0771(9) Uani 1 2 d S . . H3 H 0.2098 0.0000 0.0770 0.093 Uiso 1 2 calc SR . . C4 C 0.12946(17) 0.0000 0.2555(4) 0.0568(6) Uani 1 2 d S . . H4 H 0.0826 0.0000 0.1331 0.068 Uiso 1 2 calc SR . . N11 N 0.03603(9) 0.20648(19) 0.7422(2) 0.0524(3) Uani 1 1 d . . . N12 N 0.08403(16) 0.5000 0.9109(4) 0.0635(6) Uani 1 2 d S . . C11 C 0.05566(9) 0.3476(2) 0.8144(2) 0.0417(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0536(3) 0.0304(2) 0.0347(2) 0.000 0.01327(16) 0.000 N1 0.0540(10) 0.0501(11) 0.0385(8) 0.000 0.0125(7) 0.000 N2 0.0577(12) 0.0801(16) 0.0414(9) 0.000 0.0096(9) 0.000 C1 0.0553(15) 0.112(3) 0.0613(16) 0.000 0.0087(13) 0.000 C2 0.0606(17) 0.138(4) 0.082(2) 0.000 0.0333(17) 0.000 C3 0.081(2) 0.104(3) 0.0566(15) 0.000 0.0361(15) 0.000 C4 0.0639(14) 0.0666(16) 0.0399(10) 0.000 0.0156(10) 0.000 N11 0.0709(9) 0.0401(7) 0.0448(7) -0.0039(5) 0.0154(6) -0.0013(6) N12 0.0779(14) 0.0379(10) 0.0529(11) 0.000 -0.0125(10) 0.000 C11 0.0494(8) 0.0388(7) 0.0348(6) 0.0024(5) 0.0098(6) 0.0025(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N11 2.1095(14) 5_556 ? Co1 N11 2.1095(14) . ? Co1 N11 2.1095(14) 2_556 ? Co1 N11 2.1095(14) 6 ? Co1 N1 2.166(2) 5_556 ? Co1 N1 2.166(2) . ? N1 C4 1.323(3) . ? N1 N2 1.335(3) . ? N2 C1 1.318(4) . ? C1 C2 1.377(4) . ? C2 C3 1.353(5) . ? C3 C4 1.380(4) . ? N11 C11 1.141(2) . ? N12 C11 1.2961(18) . ? N12 C11 1.2961(18) 6_565 ? 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 N11 Co1 N11 180.0 5_556 . ? N11 Co1 N11 91.87(8) 5_556 2_556 ? N11 Co1 N11 88.13(8) . 2_556 ? N11 Co1 N11 88.13(8) 5_556 6 ? N11 Co1 N11 91.87(8) . 6 ? N11 Co1 N11 180.0 2_556 6 ? N11 Co1 N1 90.80(5) 5_556 5_556 ? N11 Co1 N1 89.20(5) . 5_556 ? N11 Co1 N1 90.80(5) 2_556 5_556 ? N11 Co1 N1 89.20(5) 6 5_556 ? N11 Co1 N1 89.20(5) 5_556 . ? N11 Co1 N1 90.80(5) . . ? N11 Co1 N1 89.20(5) 2_556 . ? N11 Co1 N1 90.80(5) 6 . ? N1 Co1 N1 180.0 5_556 . ? C4 N1 N2 120.3(2) . . ? C4 N1 Co1 120.95(17) . . ? N2 N1 Co1 118.74(15) . . ? C1 N2 N1 118.0(2) . . ? N2 C1 C2 123.9(3) . . ? C3 C2 C1 117.9(3) . . ? C2 C3 C4 116.9(3) . . ? N1 C4 C3 123.0(3) . . ? C11 N11 Co1 158.25(13) . . ? C11 N12 C11 119.36(19) . 6_565 ? N11 C11 N12 174.29(17) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 29.17 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.274 _refine_diff_density_min -0.168 _refine_diff_density_rms 0.043 # Attachment '1-Fe.CIF' data_1-Fe _database_code_depnum_ccdc_archive 'CCDC 774823' #TrackingRef '1-Fe.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena[(bis(\m2-dicyanamido-N,N')-bis(pyridazine-N)-iron(II)] ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H8 Fe N10' _chemical_formula_sum 'C12 H8 Fe N10' _chemical_formula_weight 348.13 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/m' _symmetry_space_group_name_Hall '-C 2y' 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, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.234(3) _cell_length_b 7.4195(9) _cell_length_c 6.3780(10) _cell_angle_alpha 90.00 _cell_angle_beta 107.939(19) _cell_angle_gamma 90.00 _cell_volume 775.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2637 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 26.02 _exptl_crystal_description block _exptl_crystal_colour yellow-brown _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.490 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 352 _exptl_absorpt_coefficient_mu 0.987 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.893 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_process_details ? _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 'Stoe IPDS-1' _diffrn_measurement_method 'Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% NONE _diffrn_reflns_number 2637 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 26.02 _reflns_number_total 805 _reflns_number_gt 708 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0609P)^2^+0.6895P] 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 805 _refine_ls_number_parameters 65 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0549 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1158 _refine_ls_wR_factor_gt 0.1110 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _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 Fe1 Fe 0.0000 0.0000 0.5000 0.0417(3) Uani 1 4 d S . . N1 N 0.1227(2) 0.0000 0.4541(6) 0.0517(9) Uani 1 2 d S . . N2 N 0.1882(3) 0.0000 0.6331(7) 0.0662(12) Uani 1 2 d S . . C1 C 0.2610(4) 0.0000 0.6029(11) 0.088(2) Uani 1 2 d S . . H1 H 0.3070 0.0000 0.7266 0.106 Uiso 1 2 calc SR . . C2 C 0.2720(4) 0.0000 0.3999(12) 0.099(2) Uani 1 2 d S . . H2 H 0.3241 0.0000 0.3860 0.118 Uiso 1 2 calc SR . . C3 C 0.2057(4) 0.0000 0.2204(11) 0.0836(18) Uani 1 2 d S . . H3 H 0.2103 0.0000 0.0789 0.100 Uiso 1 2 calc SR . . C4 C 0.1314(3) 0.0000 0.2559(8) 0.0611(12) Uani 1 2 d S . . H4 H 0.0848 0.0000 0.1341 0.073 Uiso 1 2 calc SR . . N11 N 0.03642(18) 0.2089(3) 0.7452(4) 0.0559(7) Uani 1 1 d . . . N12 N 0.0838(3) 0.5000 0.9127(7) 0.0690(13) Uani 1 2 d S . . C11 C 0.05561(17) 0.3485(4) 0.8159(4) 0.0425(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 Fe1 0.0612(6) 0.0296(4) 0.0355(5) 0.000 0.0167(4) 0.000 N1 0.058(2) 0.053(2) 0.045(2) 0.000 0.0158(17) 0.000 N2 0.059(2) 0.092(3) 0.043(2) 0.000 0.0077(18) 0.000 C1 0.055(3) 0.137(6) 0.065(4) 0.000 0.006(3) 0.000 C2 0.069(4) 0.151(7) 0.088(5) 0.000 0.041(4) 0.000 C3 0.086(4) 0.115(5) 0.062(3) 0.000 0.040(3) 0.000 C4 0.067(3) 0.078(3) 0.042(2) 0.000 0.021(2) 0.000 N11 0.0796(19) 0.0390(15) 0.0490(15) -0.0023(11) 0.0195(14) 0.0000(12) N12 0.086(3) 0.040(2) 0.056(2) 0.000 -0.014(2) 0.000 C11 0.0526(16) 0.0388(15) 0.0354(14) 0.0040(11) 0.0125(13) 0.0040(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 Fe1 N11 2.153(3) . ? Fe1 N11 2.153(3) 5_556 ? Fe1 N11 2.153(3) 2_556 ? Fe1 N11 2.153(3) 6 ? Fe1 N1 2.222(4) 5_556 ? Fe1 N1 2.222(4) . ? N1 C4 1.318(6) . ? N1 N2 1.336(5) . ? N2 C1 1.327(8) . ? C1 C2 1.365(9) . ? C2 C3 1.345(9) . ? C3 C4 1.367(8) . ? N11 C11 1.138(4) . ? N12 C11 1.302(3) . ? N12 C11 1.302(3) 6_565 ? 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 N11 Fe1 N11 180.0 . 5_556 ? N11 Fe1 N11 87.93(14) . 2_556 ? N11 Fe1 N11 92.07(14) 5_556 2_556 ? N11 Fe1 N11 92.07(14) . 6 ? N11 Fe1 N11 87.93(14) 5_556 6 ? N11 Fe1 N11 180.0 2_556 6 ? N11 Fe1 N1 88.89(10) . 5_556 ? N11 Fe1 N1 91.11(10) 5_556 5_556 ? N11 Fe1 N1 91.11(10) 2_556 5_556 ? N11 Fe1 N1 88.89(10) 6 5_556 ? N11 Fe1 N1 91.11(10) . . ? N11 Fe1 N1 88.89(10) 5_556 . ? N11 Fe1 N1 88.89(10) 2_556 . ? N11 Fe1 N1 91.11(10) 6 . ? N1 Fe1 N1 180.0 5_556 . ? C4 N1 N2 120.2(4) . . ? C4 N1 Fe1 121.4(3) . . ? N2 N1 Fe1 118.4(3) . . ? C1 N2 N1 117.7(5) . . ? N2 C1 C2 123.4(6) . . ? C3 C2 C1 118.6(6) . . ? C2 C3 C4 116.9(5) . . ? N1 C4 C3 123.2(5) . . ? C11 N11 Fe1 158.1(2) . . ? C11 N12 C11 119.4(4) . 6_565 ? N11 C11 N12 174.0(3) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.643 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.063 # Attachment '1-Mn.CIF' data_1-Mn _database_code_depnum_ccdc_archive 'CCDC 774824' #TrackingRef '1-Mn.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena[(bis(\m2-dicyanamido-N,N')-bis(pyridazine-N)-manganese(II)] ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H8 Mn N10' _chemical_formula_sum 'C12 H8 Mn N10' _chemical_formula_weight 347.22 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' 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 6.3864(5) _cell_length_b 7.4686(5) _cell_length_c 9.0317(7) _cell_angle_alpha 72.962(6) _cell_angle_beta 71.112(6) _cell_angle_gamma 87.684(6) _cell_volume 389.00(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7371 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 29.18 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.482 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 175 _exptl_absorpt_coefficient_mu 0.863 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.945 _exptl_absorpt_correction_T_max 0.972 _exptl_absorpt_process_details ? _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 'Stoe IPDS-2' _diffrn_measurement_method 'Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% NONE _diffrn_reflns_number 7371 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0145 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _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 2.50 _diffrn_reflns_theta_max 29.18 _reflns_number_total 2085 _reflns_number_gt 1961 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0423P)^2^+0.0617P] 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 2085 _refine_ls_number_parameters 106 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0329 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 1.0000 0.04447(11) Uani 1 2 d S . . N1 N 0.4537(2) 0.12041(19) 0.74961(16) 0.0529(3) Uani 1 1 d . . . N2 N 0.6322(2) 0.1946(2) 0.62001(19) 0.0673(4) Uani 1 1 d . . . C1 C 0.6033(4) 0.2672(4) 0.4770(3) 0.0865(7) Uani 1 1 d . . . H1 H 0.7272 0.3190 0.3865 0.104 Uiso 1 1 calc R . . C2 C 0.4004(5) 0.2710(4) 0.4536(3) 0.0969(8) Uani 1 1 d . . . H2 H 0.3877 0.3236 0.3502 0.116 Uiso 1 1 calc R . . C3 C 0.2205(4) 0.1965(4) 0.5849(3) 0.0835(6) Uani 1 1 d . . . H3 H 0.0794 0.1957 0.5763 0.100 Uiso 1 1 calc R . . C4 C 0.2568(3) 0.1218(3) 0.7322(2) 0.0619(4) Uani 1 1 d . . . H4 H 0.1355 0.0692 0.8246 0.074 Uiso 1 1 calc R . . N11 N 0.7345(2) 0.23616(19) 0.9477(2) 0.0608(3) Uani 1 1 d . . . N12 N 0.9150(3) 0.5493(2) 0.8309(2) 0.0805(5) Uani 1 1 d . . . N13 N 0.7718(2) 0.82864(19) 0.90335(19) 0.0590(3) Uani 1 1 d . . . C11 C 0.8109(2) 0.3855(2) 0.89849(19) 0.0482(3) Uani 1 1 d . . . C12 C 0.8301(2) 0.69243(19) 0.87651(18) 0.0471(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.04121(16) 0.03352(15) 0.0599(2) -0.01419(12) -0.01752(13) 0.00037(10) N1 0.0439(6) 0.0542(7) 0.0582(7) -0.0144(6) -0.0151(5) -0.0002(5) N2 0.0460(7) 0.0814(10) 0.0632(8) -0.0107(7) -0.0114(6) -0.0061(7) C1 0.0718(12) 0.1083(18) 0.0601(11) -0.0066(11) -0.0109(9) -0.0090(12) C2 0.0981(17) 0.124(2) 0.0671(12) -0.0098(13) -0.0413(12) 0.0010(15) C3 0.0663(11) 0.1051(17) 0.0878(14) -0.0230(12) -0.0417(11) 0.0046(11) C4 0.0451(7) 0.0714(10) 0.0680(10) -0.0190(8) -0.0180(7) 0.0003(7) N11 0.0544(7) 0.0440(6) 0.0854(10) -0.0198(6) -0.0230(7) -0.0044(5) N12 0.0678(9) 0.0442(7) 0.0978(12) -0.0253(8) 0.0200(8) -0.0092(6) N13 0.0515(7) 0.0465(7) 0.0794(9) -0.0228(6) -0.0187(6) 0.0057(5) C11 0.0415(6) 0.0430(7) 0.0596(8) -0.0180(6) -0.0130(6) 0.0016(5) C12 0.0398(6) 0.0415(7) 0.0539(7) -0.0111(6) -0.0093(5) -0.0034(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 Mn1 N11 2.2009(13) 2_657 ? Mn1 N11 2.2009(13) . ? Mn1 N13 2.2150(13) 2_667 ? Mn1 N13 2.2150(13) 1_545 ? Mn1 N1 2.2870(13) 2_657 ? Mn1 N1 2.2870(13) . ? N1 C4 1.316(2) . ? N1 N2 1.3357(19) . ? N2 C1 1.316(3) . ? C1 C2 1.377(3) . ? C2 C3 1.349(3) . ? C3 C4 1.374(3) . ? N11 C11 1.1372(19) . ? N12 C12 1.293(2) . ? N12 C11 1.2949(19) . ? N13 C12 1.1349(19) . ? N13 Mn1 2.2150(13) 1_565 ? 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 N11 Mn1 N11 180.0 2_657 . ? N11 Mn1 N13 91.91(5) 2_657 2_667 ? N11 Mn1 N13 88.09(5) . 2_667 ? N11 Mn1 N13 88.09(5) 2_657 1_545 ? N11 Mn1 N13 91.91(5) . 1_545 ? N13 Mn1 N13 180.0 2_667 1_545 ? N11 Mn1 N1 91.14(5) 2_657 2_657 ? N11 Mn1 N1 88.86(5) . 2_657 ? N13 Mn1 N1 92.04(5) 2_667 2_657 ? N13 Mn1 N1 87.96(5) 1_545 2_657 ? N11 Mn1 N1 88.86(5) 2_657 . ? N11 Mn1 N1 91.14(5) . . ? N13 Mn1 N1 87.96(5) 2_667 . ? N13 Mn1 N1 92.04(5) 1_545 . ? N1 Mn1 N1 180.0 2_657 . ? C4 N1 N2 120.12(14) . . ? C4 N1 Mn1 121.63(11) . . ? N2 N1 Mn1 118.23(10) . . ? C1 N2 N1 117.80(16) . . ? N2 C1 C2 123.9(2) . . ? C3 C2 C1 118.1(2) . . ? C2 C3 C4 116.47(19) . . ? N1 C4 C3 123.63(17) . . ? C11 N11 Mn1 158.98(14) . . ? C12 N12 C11 120.51(14) . . ? C12 N13 Mn1 150.11(12) . 1_565 ? N11 C11 N12 173.74(17) . . ? N13 C12 N12 173.18(16) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 29.18 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.400 _refine_diff_density_min -0.152 _refine_diff_density_rms 0.036 # Attachment '2-Co.CIF' data_2-Co _database_code_depnum_ccdc_archive 'CCDC 774825' #TrackingRef '2-Co.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena[(\m2-dicyanamido-N,N'')-(\m3-dicyanamido-N,N',N'')-(pyridazine-N)-cobalt(II)] ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H4 Co N8' _chemical_formula_sum 'C8 H4 Co N8' _chemical_formula_weight 271.12 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P nma' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 23.0307(8) _cell_length_b 7.3474(2) _cell_length_c 6.3121(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1068.11(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 15178 _cell_measurement_theta_min 3.29 _cell_measurement_theta_max 26.81 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 1.596 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.871 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details ? _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 'Stoe IPDS-2' _diffrn_measurement_method 'Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% NONE _diffrn_reflns_number 15178 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0156 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 26.81 _reflns_number_total 1227 _reflns_number_gt 1157 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0203P)^2^+1.2089P] 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 1227 _refine_ls_number_parameters 91 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.0795 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 1.337 _refine_ls_restrained_S_all 1.337 _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 0.32868(2) 0.7500 0.78432(8) 0.02710(15) Uani 1 2 d S . . N1 N 0.40986(14) 0.7500 0.9493(5) 0.0323(7) Uani 1 2 d S . . N2 N 0.45849(16) 0.7500 0.8339(6) 0.0440(9) Uani 1 2 d S . . C1 C 0.5087(2) 0.7500 0.9359(8) 0.0590(14) Uani 1 2 d S . . H1 H 0.5426 0.7500 0.8559 0.071 Uiso 1 2 calc SR . . C2 C 0.5138(2) 0.7500 1.1539(9) 0.0682(16) Uani 1 2 d S . . H2 H 0.5500 0.7500 1.2193 0.082 Uiso 1 2 calc SR . . C3 C 0.4640(2) 0.7500 1.2694(8) 0.0587(14) Uani 1 2 d S . . H3 H 0.4647 0.7500 1.4167 0.070 Uiso 1 2 calc SR . . C4 C 0.4126(2) 0.7500 1.1587(7) 0.0418(10) Uani 1 2 d S . . H4 H 0.3780 0.7500 1.2348 0.050 Uiso 1 2 calc SR . . N11 N 0.24503(15) 0.7500 0.6060(6) 0.0352(8) Uani 1 2 d S . . N12 N 0.20412(11) 0.4582(3) 0.4843(4) 0.0381(6) Uani 1 1 d . . . C11 C 0.22173(11) 0.5966(4) 0.5374(4) 0.0307(6) Uani 1 1 d . . . N21 N 0.35600(11) 0.5422(3) 0.5818(4) 0.0377(6) Uani 1 1 d . . . N22 N 0.37547(19) 0.2500 0.4085(6) 0.0471(10) Uani 1 2 d S . . C21 C 0.36371(12) 0.4020(4) 0.5064(4) 0.0318(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 0.0295(3) 0.0207(2) 0.0311(3) 0.000 0.0000(2) 0.000 N1 0.0307(17) 0.0340(17) 0.0321(18) 0.000 0.0019(14) 0.000 N2 0.0346(18) 0.061(2) 0.037(2) 0.000 0.0042(15) 0.000 C1 0.031(2) 0.091(4) 0.054(3) 0.000 0.004(2) 0.000 C2 0.043(3) 0.101(5) 0.061(3) 0.000 -0.019(3) 0.000 C3 0.057(3) 0.081(4) 0.039(3) 0.000 -0.009(2) 0.000 C4 0.043(2) 0.049(2) 0.034(2) 0.000 0.0012(18) 0.000 N11 0.0379(18) 0.0229(15) 0.045(2) 0.000 -0.0143(16) 0.000 N12 0.0398(13) 0.0302(13) 0.0442(14) -0.0054(11) -0.0062(11) -0.0033(11) C11 0.0310(13) 0.0303(14) 0.0306(14) 0.0008(11) -0.0030(11) 0.0018(11) N21 0.0446(14) 0.0297(12) 0.0389(13) -0.0021(11) 0.0032(11) 0.0010(11) N22 0.075(3) 0.0244(17) 0.042(2) 0.000 0.024(2) 0.000 C21 0.0336(14) 0.0303(14) 0.0316(14) 0.0047(12) 0.0035(11) -0.0014(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 N21 2.088(2) . ? Co1 N21 2.088(2) 7_575 ? Co1 N12 2.122(2) 8_666 ? Co1 N12 2.122(2) 2_565 ? Co1 N1 2.140(3) . ? Co1 N11 2.231(3) . ? N1 C4 1.324(5) . ? N1 N2 1.336(5) . ? N2 C1 1.324(6) . ? C1 C2 1.381(8) . ? C2 C3 1.358(8) . ? C3 C4 1.376(7) . ? N11 C11 1.321(3) . ? N11 C11 1.321(3) 7_575 ? N12 C11 1.145(4) . ? N12 Co1 2.122(2) 2_564 ? N21 C21 1.149(4) . ? N22 C21 1.305(3) . ? N22 C21 1.305(3) 7_565 ? 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 N21 Co1 N21 93.94(14) . 7_575 ? N21 Co1 N12 176.66(10) . 8_666 ? N21 Co1 N12 86.82(10) 7_575 8_666 ? N21 Co1 N12 86.82(10) . 2_565 ? N21 Co1 N12 176.66(10) 7_575 2_565 ? N12 Co1 N12 92.23(14) 8_666 2_565 ? N21 Co1 N1 91.99(9) . . ? N21 Co1 N1 91.99(9) 7_575 . ? N12 Co1 N1 91.23(9) 8_666 . ? N12 Co1 N1 91.23(9) 2_565 . ? N21 Co1 N11 87.20(10) . . ? N21 Co1 N11 87.20(10) 7_575 . ? N12 Co1 N11 89.59(10) 8_666 . ? N12 Co1 N11 89.59(10) 2_565 . ? N1 Co1 N11 178.81(13) . . ? C4 N1 N2 120.3(4) . . ? C4 N1 Co1 121.8(3) . . ? N2 N1 Co1 117.8(3) . . ? C1 N2 N1 117.8(4) . . ? N2 C1 C2 124.0(5) . . ? C3 C2 C1 117.6(5) . . ? C2 C3 C4 117.0(5) . . ? N1 C4 C3 123.3(4) . . ? C11 N11 C11 117.1(3) . 7_575 ? C11 N11 Co1 121.05(16) . . ? C11 N11 Co1 121.05(16) 7_575 . ? C11 N12 Co1 160.1(2) . 2_564 ? N12 C11 N11 175.9(3) . . ? C21 N21 Co1 162.9(2) . . ? C21 N22 C21 117.7(3) . 7_565 ? N21 C21 N22 174.9(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.81 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.284 _refine_diff_density_min -0.599 _refine_diff_density_rms 0.062 # Attachment '2-Fe.CIF' data_2-Fe _database_code_depnum_ccdc_archive 'CCDC 774826' #TrackingRef '2-Fe.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena[(\m2-dicyanamido-N,N'')-(\m3-dicyanamido-N,N',N'')-(pyridazine-N)-iron(II)] ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H4 Fe N8' _chemical_formula_sum 'C8 H4 Fe N8' _chemical_formula_weight 268.04 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P nma' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 23.235(2) _cell_length_b 7.4044(7) _cell_length_c 6.3484(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1092.19(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6920 _cell_measurement_theta_min 3.33 _cell_measurement_theta_max 25.85 _exptl_crystal_description rod _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 1.370 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.798 _exptl_absorpt_correction_T_max 0.842 _exptl_absorpt_process_details ? _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 'Stoe IPDS-1' _diffrn_measurement_method 'Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% NONE _diffrn_reflns_number 6920 _diffrn_reflns_av_R_equivalents 0.0612 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.33 _diffrn_reflns_theta_max 25.85 _reflns_number_total 1114 _reflns_number_gt 925 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0502P)^2^+0.1841P] 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 SHELXL _refine_ls_extinction_coef 0.007(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1114 _refine_ls_number_parameters 92 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0822 _refine_ls_wR_factor_gt 0.0785 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 Fe1 Fe 0.329353(19) 0.7500 0.78544(8) 0.0251(2) Uani 1 2 d S . . N1 N 0.41186(12) 0.7500 0.9528(5) 0.0306(7) Uani 1 2 d S . . N2 N 0.46031(14) 0.7500 0.8359(6) 0.0446(8) Uani 1 2 d S . . C1 C 0.51022(18) 0.7500 0.9372(8) 0.0590(13) Uani 1 2 d S . . H1 H 0.5439 0.7500 0.8577 0.071 Uiso 1 2 calc SR . . C2 C 0.5151(2) 0.7500 1.1536(9) 0.0681(14) Uani 1 2 d S . . H2 H 0.5510 0.7500 1.2181 0.082 Uiso 1 2 calc SR . . C3 C 0.4660(2) 0.7500 1.2705(8) 0.0561(12) Uani 1 2 d S . . H3 H 0.4669 0.7500 1.4170 0.067 Uiso 1 2 calc SR . . C4 C 0.41440(17) 0.7500 1.1597(7) 0.0403(9) Uani 1 2 d S . . H4 H 0.3801 0.7500 1.2354 0.048 Uiso 1 2 calc SR . . N11 N 0.24456(13) 0.7500 0.6059(5) 0.0329(7) Uani 1 2 d S . . N12 N 0.20355(9) 0.4592(3) 0.4892(4) 0.0368(5) Uani 1 1 d . . . C11 C 0.22153(10) 0.5977(3) 0.5395(4) 0.0286(5) Uani 1 1 d . . . N21 N 0.35666(9) 0.5411(3) 0.5783(4) 0.0366(5) Uani 1 1 d . . . N22 N 0.37491(17) 0.2500 0.4068(6) 0.0467(9) Uani 1 2 d S . . C21 C 0.36372(10) 0.4014(3) 0.5036(4) 0.0292(5) 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 Fe1 0.0309(3) 0.0132(3) 0.0310(3) 0.000 0.0001(2) 0.000 N1 0.0338(16) 0.0278(14) 0.0304(19) 0.000 0.0012(12) 0.000 N2 0.0353(17) 0.058(2) 0.040(2) 0.000 0.0048(14) 0.000 C1 0.032(2) 0.083(3) 0.061(3) 0.000 0.005(2) 0.000 C2 0.043(2) 0.100(4) 0.061(4) 0.000 -0.019(2) 0.000 C3 0.055(3) 0.075(3) 0.038(3) 0.000 -0.009(2) 0.000 C4 0.045(2) 0.043(2) 0.032(3) 0.000 0.0015(16) 0.000 N11 0.0384(16) 0.0161(12) 0.044(2) 0.000 -0.0138(14) 0.000 N12 0.0433(12) 0.0227(10) 0.0443(15) -0.0064(9) -0.0049(10) -0.0022(9) C11 0.0319(12) 0.0229(11) 0.0309(15) 0.0005(9) -0.0058(10) 0.0014(9) N21 0.0500(13) 0.0207(10) 0.0391(14) -0.0018(9) 0.0040(10) 0.0029(9) N22 0.079(2) 0.0149(13) 0.046(2) 0.000 0.0246(18) 0.000 C21 0.0361(13) 0.0213(11) 0.0301(14) 0.0042(10) 0.0025(10) -0.0011(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N21 2.127(2) . ? Fe1 N21 2.127(2) 7_575 ? Fe1 N12 2.158(2) 8_666 ? Fe1 N12 2.158(2) 2_565 ? Fe1 N1 2.192(3) . ? Fe1 N11 2.276(3) . ? N1 C4 1.315(5) . ? N1 N2 1.348(4) . ? N2 C1 1.326(6) . ? C1 C2 1.379(7) . ? C2 C3 1.361(7) . ? C3 C4 1.389(6) . ? N11 C11 1.318(3) . ? N11 C11 1.318(3) 7_575 ? N12 C11 1.152(3) . ? N12 Fe1 2.158(2) 2_564 ? N21 C21 1.150(3) . ? N22 C21 1.305(3) . ? N22 C21 1.305(3) 7_565 ? 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 N21 Fe1 N21 93.31(12) . 7_575 ? N21 Fe1 N12 176.57(9) . 8_666 ? N21 Fe1 N12 87.37(8) 7_575 8_666 ? N21 Fe1 N12 87.37(8) . 2_565 ? N21 Fe1 N12 176.57(9) 7_575 2_565 ? N12 Fe1 N12 91.75(11) 8_666 2_565 ? N21 Fe1 N1 92.22(8) . . ? N21 Fe1 N1 92.22(8) 7_575 . ? N12 Fe1 N1 91.11(8) 8_666 . ? N12 Fe1 N1 91.11(8) 2_565 . ? N21 Fe1 N11 87.05(8) . . ? N21 Fe1 N11 87.05(8) 7_575 . ? N12 Fe1 N11 89.63(9) 8_666 . ? N12 Fe1 N11 89.63(9) 2_565 . ? N1 Fe1 N11 178.93(12) . . ? C4 N1 N2 120.8(3) . . ? C4 N1 Fe1 121.6(3) . . ? N2 N1 Fe1 117.6(2) . . ? C1 N2 N1 117.6(4) . . ? N2 C1 C2 123.7(4) . . ? C3 C2 C1 118.4(4) . . ? C2 C3 C4 116.5(4) . . ? N1 C4 C3 123.0(4) . . ? C11 N11 C11 117.8(3) . 7_575 ? C11 N11 Fe1 120.77(14) . . ? C11 N11 Fe1 120.77(14) 7_575 . ? C11 N12 Fe1 159.0(2) . 2_564 ? N12 C11 N11 176.0(3) . . ? C21 N21 Fe1 162.1(2) . . ? C21 N22 C21 118.5(3) . 7_565 ? N21 C21 N22 174.8(3) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.85 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.284 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.069 # Attachment '2-Mn.CIF' data_2-Mn _database_code_depnum_ccdc_archive 'CCDC 774827' #TrackingRef '2-Mn.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena[(\m2-dicyanamido-N,N'')-(\m3-dicyanamido-N,N',N'')-(pyridazine-N)-manganese(II)] ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H4 Mn N8' _chemical_formula_sum 'C8 H4 Mn N8' _chemical_formula_weight 267.13 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P nma' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 23.39830(17) _cell_length_b 7.5143(4) _cell_length_c 6.3676(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1119.56(9) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 9912 _cell_measurement_theta_min 3.32 _cell_measurement_theta_max 27.98 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 1.169 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.825 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(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 'Stoe IPDS-1' _diffrn_measurement_method 'Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% NONE _diffrn_reflns_number 9912 _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 27.98 _reflns_number_total 1433 _reflns_number_gt 1273 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0524P)^2^+0.5530P] 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 SHELXL _refine_ls_extinction_coef 0.028(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1433 _refine_ls_number_parameters 92 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0819 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 0.331175(14) 0.7500 0.78385(6) 0.01157(15) Uani 1 2 d S . . N1 N 0.41534(8) 0.7500 0.9573(3) 0.0160(4) Uani 1 2 d S . . N2 N 0.46389(9) 0.7500 0.8444(4) 0.0252(5) Uani 1 2 d S . . C1 C 0.51304(12) 0.7500 0.9484(5) 0.0370(8) Uani 1 2 d S . . H1 H 0.5474 0.7500 0.8690 0.044 Uiso 1 2 calc SR . . C2 C 0.51738(13) 0.7500 1.1653(6) 0.0442(9) Uani 1 2 d S . . H2 H 0.5536 0.7500 1.2326 0.053 Uiso 1 2 calc SR . . C3 C 0.46786(14) 0.7500 1.2798(5) 0.0352(7) Uani 1 2 d S . . H3 H 0.4682 0.7500 1.4290 0.042 Uiso 1 2 calc SR . . C4 C 0.41703(11) 0.7500 1.1661(4) 0.0224(5) Uani 1 2 d S . . H4 H 0.3819 0.7500 1.2411 0.027 Uiso 1 2 calc SR . . N11 N 0.24433(9) 0.7500 0.6004(4) 0.0183(4) Uani 1 2 d S . . N12 N 0.20268(7) 0.4622(2) 0.4917(3) 0.0216(3) Uani 1 1 d . . . C11 C 0.22067(7) 0.5999(2) 0.5383(3) 0.0152(3) Uani 1 1 d . . . N21 N 0.35793(7) 0.5380(2) 0.5701(3) 0.0210(3) Uani 1 1 d . . . N22 N 0.37317(11) 0.2500 0.3953(4) 0.0256(5) Uani 1 2 d S . . C21 C 0.36391(7) 0.3989(2) 0.4943(3) 0.0155(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0124(2) 0.0079(2) 0.0145(2) 0.000 -0.00044(12) 0.000 N1 0.0147(9) 0.0202(11) 0.0132(9) 0.000 0.0017(7) 0.000 N2 0.0170(10) 0.0401(15) 0.0185(10) 0.000 0.0043(8) 0.000 C1 0.0142(12) 0.065(2) 0.0317(16) 0.000 0.0019(11) 0.000 C2 0.0207(14) 0.078(3) 0.0343(17) 0.000 -0.0134(12) 0.000 C3 0.0344(16) 0.055(2) 0.0165(13) 0.000 -0.0060(11) 0.000 C4 0.0230(12) 0.0283(15) 0.0160(12) 0.000 0.0023(9) 0.000 N11 0.0187(9) 0.0093(9) 0.0269(11) 0.000 -0.0094(8) 0.000 N12 0.0232(7) 0.0160(8) 0.0255(8) -0.0038(6) -0.0046(6) -0.0027(6) C11 0.0142(7) 0.0152(9) 0.0162(8) 0.0004(6) -0.0030(6) 0.0022(6) N21 0.0284(8) 0.0137(8) 0.0208(7) -0.0014(6) 0.0030(6) 0.0026(6) N22 0.0457(14) 0.0113(11) 0.0198(11) 0.000 0.0123(10) 0.000 C21 0.0170(7) 0.0153(9) 0.0141(7) 0.0035(6) 0.0016(6) 0.0006(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 N21 2.1869(16) . ? Mn1 N21 2.1869(16) 7_575 ? Mn1 N12 2.2183(15) 2_565 ? Mn1 N12 2.2183(15) 8_666 ? Mn1 N1 2.258(2) . ? Mn1 N11 2.344(2) . ? N1 C4 1.330(3) . ? N1 N2 1.344(3) . ? N2 C1 1.327(4) . ? C1 C2 1.385(5) . ? C2 C3 1.369(5) . ? C3 C4 1.392(4) . ? N11 C11 1.317(2) 7_575 ? N11 C11 1.317(2) . ? N12 C11 1.156(2) . ? N12 Mn1 2.2183(15) 2_564 ? N21 C21 1.160(2) . ? N22 C21 1.302(2) . ? N22 C21 1.302(2) 7_565 ? 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 N21 Mn1 N21 93.53(9) . 7_575 ? N21 Mn1 N12 87.13(6) . 2_565 ? N21 Mn1 N12 175.65(6) 7_575 2_565 ? N21 Mn1 N12 175.65(6) . 8_666 ? N21 Mn1 N12 87.13(6) 7_575 8_666 ? N12 Mn1 N12 91.89(9) 2_565 8_666 ? N21 Mn1 N1 93.14(6) . . ? N21 Mn1 N1 93.14(6) 7_575 . ? N12 Mn1 N1 91.12(6) 2_565 . ? N12 Mn1 N1 91.12(6) 8_666 . ? N21 Mn1 N11 86.44(6) . . ? N21 Mn1 N11 86.44(6) 7_575 . ? N12 Mn1 N11 89.31(6) 2_565 . ? N12 Mn1 N11 89.31(6) 8_666 . ? N1 Mn1 N11 179.39(8) . . ? C4 N1 N2 120.6(2) . . ? C4 N1 Mn1 120.99(17) . . ? N2 N1 Mn1 118.38(16) . . ? C1 N2 N1 117.8(2) . . ? N2 C1 C2 124.1(3) . . ? C3 C2 C1 118.0(3) . . ? C2 C3 C4 116.5(3) . . ? N1 C4 C3 123.0(3) . . ? C11 N11 C11 117.8(2) 7_575 . ? C11 N11 Mn1 120.92(10) 7_575 . ? C11 N11 Mn1 120.92(10) . . ? C11 N12 Mn1 157.91(15) . 2_564 ? N12 C11 N11 175.37(18) . . ? C21 N21 Mn1 161.85(14) . . ? C21 N22 C21 118.4(2) . 7_565 ? N21 C21 N22 174.75(19) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.98 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.356 _refine_diff_density_min -0.407 _refine_diff_density_rms 0.082