# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 908667' #TrackingRef 'web_deposit_cif_file_0_BoLiu_1357917039.1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum C6H5N4O2Zn _chemical_formula_weight 230.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4/nnc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x+1/2, y, -z+1/2' 'x, -y+1/2, -z+1/2' 'y, x, -z+1/2' '-y+1/2, -x+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' 'x-1/2, -y, z-1/2' '-x, y-1/2, z-1/2' '-y, -x, z-1/2' 'y-1/2, x-1/2, z-1/2' _cell_length_a 12.6672(6) _cell_length_b 12.6672(6) _cell_length_c 25.4399(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4082.0(4) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3309 _cell_measurement_theta_min 2.890 _cell_measurement_theta_max 25.201 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1840 _exptl_absorpt_coefficient_mu 2.381 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5553 _exptl_absorpt_correction_T_max 0.5874 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20221 _diffrn_reflns_av_R_equivalents 0.0553 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 26.10 _reflns_number_total 2051 _reflns_number_gt 1686 _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^)+(0.0603P)^2^+12.7361P] 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 0.0045(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2051 _refine_ls_number_parameters 119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0501 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1212 _refine_ls_wR_factor_gt 0.1153 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.96052(3) 0.06672(4) 0.562588(16) 0.0249(2) Uani 1 1 d . . . O1 O 0.8533(3) 0.0520(4) 0.61652(14) 0.0691(12) Uani 1 1 d . . . O2 O 0.9882(3) 0.0883(3) 0.66743(15) 0.0565(10) Uani 1 1 d . . . N1 N 0.9775(3) 0.2248(3) 0.54913(12) 0.0305(8) Uani 1 1 d . . . N2 N 0.8698(3) 0.0270(3) 0.50008(12) 0.0283(7) Uani 1 1 d . . . N3 N 1.1015(3) 0.0025(3) 0.55081(12) 0.0267(7) Uani 1 1 d . . . N4 N 1.1962(3) 0.0308(4) 0.62946(14) 0.0566(13) Uani 1 1 d . . . H4A H 1.1397 0.0483 0.6461 0.068 Uiso 1 1 calc R . . H4B H 1.2559 0.0305 0.6455 0.068 Uiso 1 1 calc R . . C1 C 0.8929(4) 0.0712(4) 0.66111(19) 0.0461(12) Uani 1 1 d . . . C2 C 0.8178(4) 0.0731(4) 0.70713(16) 0.0400(11) Uani 1 1 d . . . C3 C 0.8573(4) 0.0737(5) 0.7575(2) 0.0537(13) Uani 1 1 d . . . H3 H 0.9299 0.0750 0.7628 0.064 Uiso 1 1 calc R . . C4 C 0.7106(4) 0.0724(5) 0.69936(18) 0.0557(15) Uani 1 1 d . . . H4 H 0.6834 0.0711 0.6654 0.067 Uiso 1 1 calc R . . C5 C 1.1912(3) 0.0042(3) 0.57896(15) 0.0297(9) Uani 1 1 d . . . C6 C 0.7679(3) 0.0399(3) 0.49889(15) 0.0324(9) Uani 1 1 d . . . H6 H 0.7284 0.0593 0.5282 0.039 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0267(3) 0.0295(3) 0.0186(3) -0.00287(17) 0.00096(16) 0.00338(17) O1 0.080(3) 0.098(3) 0.0291(18) -0.0080(18) 0.0246(19) -0.022(2) O2 0.045(2) 0.060(2) 0.064(2) 0.0115(18) 0.0305(18) 0.0088(17) N1 0.044(2) 0.0236(17) 0.0245(16) -0.0023(13) -0.0058(14) -0.0012(14) N2 0.0266(18) 0.0359(19) 0.0225(16) -0.0080(14) 0.0034(13) 0.0003(14) N3 0.0269(17) 0.0329(18) 0.0204(15) -0.0055(13) 0.0023(12) 0.0013(14) N4 0.032(2) 0.113(4) 0.0249(19) -0.020(2) -0.0032(16) 0.018(2) C1 0.062(3) 0.038(3) 0.039(3) 0.002(2) 0.023(2) 0.000(2) C2 0.041(3) 0.054(3) 0.025(2) -0.0009(19) 0.0126(18) -0.003(2) C3 0.033(2) 0.089(4) 0.039(3) -0.005(3) 0.006(2) 0.001(2) C4 0.044(3) 0.097(5) 0.026(2) 0.004(3) 0.003(2) -0.002(3) C5 0.027(2) 0.036(2) 0.0265(19) -0.0020(16) 0.0011(15) 0.0022(17) C6 0.025(2) 0.048(3) 0.0239(19) -0.0085(18) 0.0024(16) 0.0005(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.940(3) . ? Zn1 N3 1.985(3) . ? Zn1 N2 2.026(3) . ? Zn1 N1 2.043(3) . ? O1 C1 1.264(6) . ? O2 C1 1.237(7) . ? N1 C5 1.350(5) 4_665 ? N1 C6 1.356(5) 12_656 ? N2 C6 1.301(5) . ? N2 N3 1.396(4) 9_756 ? N3 C5 1.343(5) . ? N3 N2 1.396(4) 9_756 ? N4 C5 1.330(5) . ? N4 H4A 0.8600 . ? N4 H4B 0.8600 . ? C1 C2 1.508(6) . ? C2 C4 1.372(7) . ? C2 C3 1.376(7) . ? C3 C4 1.395(7) 5_656 ? C3 H3 0.9300 . ? C4 C3 1.395(7) 5_656 ? C4 H4 0.9300 . ? C5 N1 1.350(5) 3_645 ? C6 N1 1.356(5) 11_666 ? C6 H6 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 O1 Zn1 N3 134.21(17) . . ? O1 Zn1 N2 97.70(16) . . ? N3 Zn1 N2 106.87(13) . . ? O1 Zn1 N1 106.66(17) . . ? N3 Zn1 N1 106.36(14) . . ? N2 Zn1 N1 99.89(13) . . ? C1 O1 Zn1 109.8(3) . . ? C5 N1 C6 103.3(3) 4_665 12_656 ? C5 N1 Zn1 134.8(3) 4_665 . ? C6 N1 Zn1 121.9(3) 12_656 . ? C6 N2 N3 105.7(3) . 9_756 ? C6 N2 Zn1 123.4(3) . . ? N3 N2 Zn1 130.3(2) 9_756 . ? C5 N3 N2 106.2(3) . 9_756 ? C5 N3 Zn1 132.3(3) . . ? N2 N3 Zn1 119.0(2) 9_756 . ? C5 N4 H4A 120.0 . . ? C5 N4 H4B 120.0 . . ? H4A N4 H4B 120.0 . . ? O2 C1 O1 122.5(4) . . ? O2 C1 C2 120.8(5) . . ? O1 C1 C2 116.7(5) . . ? C4 C2 C3 119.6(4) . . ? C4 C2 C1 120.8(5) . . ? C3 C2 C1 119.6(5) . . ? C2 C3 C4 120.6(5) . 5_656 ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 5_656 . ? C2 C4 C3 119.8(5) . 5_656 ? C2 C4 H4 120.1 . . ? C3 C4 H4 120.1 5_656 . ? N4 C5 N3 124.0(4) . . ? N4 C5 N1 124.7(4) . 3_645 ? N3 C5 N1 111.3(3) . 3_645 ? N2 C6 N1 113.5(3) . 11_666 ? N2 C6 H6 123.2 . . ? N1 C6 H6 123.2 11_666 . ? 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 N3 Zn1 O1 C1 55.9(4) . . . . ? N2 Zn1 O1 C1 178.6(4) . . . . ? N1 Zn1 O1 C1 -78.6(4) . . . . ? O1 Zn1 N1 C5 59.2(4) . . . 4_665 ? N3 Zn1 N1 C5 -88.6(4) . . . 4_665 ? N2 Zn1 N1 C5 160.4(4) . . . 4_665 ? O1 Zn1 N1 C6 -120.3(3) . . . 12_656 ? N3 Zn1 N1 C6 91.9(3) . . . 12_656 ? N2 Zn1 N1 C6 -19.1(4) . . . 12_656 ? O1 Zn1 N2 C6 26.7(4) . . . . ? N3 Zn1 N2 C6 167.6(3) . . . . ? N1 Zn1 N2 C6 -81.8(3) . . . . ? O1 Zn1 N2 N3 -163.9(3) . . . 9_756 ? N3 Zn1 N2 N3 -23.0(4) . . . 9_756 ? N1 Zn1 N2 N3 87.6(3) . . . 9_756 ? O1 Zn1 N3 C5 -61.5(5) . . . . ? N2 Zn1 N3 C5 179.2(4) . . . . ? N1 Zn1 N3 C5 73.2(4) . . . . ? O1 Zn1 N3 N2 139.3(3) . . . 9_756 ? N2 Zn1 N3 N2 19.9(4) . . . 9_756 ? N1 Zn1 N3 N2 -86.1(3) . . . 9_756 ? Zn1 O1 C1 O2 -5.1(6) . . . . ? Zn1 O1 C1 C2 174.6(3) . . . . ? O2 C1 C2 C4 168.7(5) . . . . ? O1 C1 C2 C4 -11.1(7) . . . . ? O2 C1 C2 C3 -12.4(7) . . . . ? O1 C1 C2 C3 167.9(5) . . . . ? C4 C2 C3 C4 0.8(7) . . . 5_656 ? C1 C2 C3 C4 -178.2(5) . . . 5_656 ? C3 C2 C4 C3 0.8(8) . . . 5_656 ? C1 C2 C4 C3 179.7(5) . . . 5_656 ? N2 N3 C5 N4 178.8(4) 9_756 . . . ? Zn1 N3 C5 N4 17.6(7) . . . . ? N2 N3 C5 N1 -0.1(4) 9_756 . . 3_645 ? Zn1 N3 C5 N1 -161.3(3) . . . 3_645 ? N3 N2 C6 N1 -0.6(5) 9_756 . . 11_666 ? Zn1 N2 C6 N1 171.0(3) . . . 11_666 ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.250 0.250 0.747 483.3 166.0 2 0.250 0.750 0.410 19.4 0.6 3 0.250 0.750 0.090 19.4 0.1 4 0.250 0.750 0.910 19.4 0.6 5 0.250 0.750 0.590 19.4 0.2 6 0.750 0.750 0.246 483.2 165.9 7 0.750 0.250 0.590 19.5 0.2 8 0.750 0.250 0.910 19.3 0.6 9 0.750 0.250 0.090 19.4 0.1 10 0.750 0.250 0.410 19.4 0.5 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.10 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.958 _refine_diff_density_min -0.666 _refine_diff_density_rms 0.294 data_2 _database_code_depnum_ccdc_archive 'CCDC 908668' #TrackingRef 'web_deposit_cif_file_1_BoLiu_1357917039.2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum C6H5CoN4O2 _chemical_formula_weight 224.07 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' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4/nnc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x+1/2, y, -z+1/2' 'x, -y+1/2, -z+1/2' 'y, x, -z+1/2' '-y+1/2, -x+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' 'x-1/2, -y, z-1/2' '-x, y-1/2, z-1/2' '-y, -x, z-1/2' 'y-1/2, x-1/2, z-1/2' _cell_length_a 12.5845(5) _cell_length_b 12.5845(5) _cell_length_c 25.4464(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4029.9(3) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4228 _cell_measurement_theta_min 2.793 _cell_measurement_theta_max 25.997 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1792 _exptl_absorpt_coefficient_mu 1.678 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6419 _exptl_absorpt_correction_T_max 0.6791 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18513 _diffrn_reflns_av_R_equivalents 0.0465 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1784 _reflns_number_gt 1510 _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^)+(0.1006P)^2^+5.1875P] 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 0.0056(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1784 _refine_ls_number_parameters 119 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0641 _refine_ls_R_factor_gt 0.0579 _refine_ls_wR_factor_ref 0.1602 _refine_ls_wR_factor_gt 0.1564 _refine_ls_goodness_of_fit_ref 1.115 _refine_ls_restrained_S_all 1.162 _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 Co1 Co 0.06672(5) 0.95802(5) 0.56430(2) 0.0270(3) Uani 1 1 d . . . O1 O 0.0487(3) 0.8414(3) 0.61459(14) 0.0638(9) Uani 1 1 d U . . O2 O 0.0879(3) 0.9794(3) 0.66079(15) 0.0559(9) Uani 1 1 d U . . N1 N 0.0291(3) 0.8698(3) 0.49965(14) 0.0300(8) Uani 1 1 d . . . N2 N 0.0020(3) 1.1001(3) 0.55096(14) 0.0302(8) Uani 1 1 d . . . N3 N 0.0318(4) 1.1945(3) 0.62992(16) 0.0559(13) Uani 1 1 d . . . H3A H 0.0498 1.1375 0.6463 0.067 Uiso 1 1 calc R . . H3B H 0.0317 1.2545 0.6461 0.067 Uiso 1 1 calc R . . N4 N 0.2251(3) 0.9746(3) 0.55003(14) 0.0324(8) Uani 1 1 d . . . C1 C 0.0711(5) 0.8833(5) 0.6578(2) 0.0607(9) Uani 1 1 d U . . C2 C 0.0745(4) 0.8148(4) 0.70572(18) 0.0446(12) Uani 1 1 d . . . C3 C 0.0730(6) 0.7059(5) 0.7005(2) 0.0654(18) Uani 1 1 d . . . H3 H 0.0709 0.6754 0.6672 0.078 Uiso 1 1 calc R . . C4 C 0.0746(5) 0.6414(4) 0.7449(2) 0.0596(16) Uani 1 1 d . . . H4 H 0.0758 0.5679 0.7411 0.072 Uiso 1 1 calc R . . C5 C 0.0436(4) 0.7680(3) 0.49797(16) 0.0349(10) Uani 1 1 d . . . H5 H 0.0647 0.7282 0.5269 0.042 Uiso 1 1 calc R . . C6 C 0.0040(3) 1.1899(3) 0.57915(17) 0.0306(10) 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 0.0309(4) 0.0294(4) 0.0206(4) 0.0012(2) -0.0041(2) 0.0048(2) O1 0.081(2) 0.0713(19) 0.0388(16) 0.0216(15) -0.0073(14) -0.0191(16) O2 0.065(2) 0.0595(19) 0.0429(18) 0.0256(15) 0.0008(15) -0.0018(16) N1 0.037(2) 0.0273(19) 0.0257(17) 0.0007(15) -0.0077(15) 0.0002(15) N2 0.033(2) 0.0298(19) 0.0273(18) 0.0036(15) -0.0061(15) 0.0013(16) N3 0.104(4) 0.032(2) 0.032(2) -0.0003(17) -0.023(2) 0.014(2) N4 0.0267(19) 0.045(2) 0.0254(17) -0.0051(16) -0.0015(15) -0.0001(15) C1 0.076(2) 0.0681(19) 0.0379(16) 0.0228(15) -0.0061(15) -0.0159(16) C2 0.061(3) 0.045(3) 0.028(2) 0.014(2) -0.005(2) -0.008(2) C3 0.118(6) 0.050(3) 0.028(3) 0.000(2) 0.006(3) -0.006(3) C4 0.108(5) 0.032(3) 0.038(3) 0.008(2) 0.009(3) -0.006(3) C5 0.048(3) 0.028(2) 0.029(2) 0.0047(18) -0.0096(19) 0.0023(19) C6 0.038(2) 0.026(2) 0.028(2) 0.0010(16) -0.0035(18) 0.0027(19) _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 O1 1.961(4) . ? Co1 N2 1.994(3) . ? Co1 N4 2.036(4) . ? Co1 N1 2.040(3) . ? O1 C1 1.253(7) . ? O2 C1 1.230(7) . ? N1 C5 1.295(5) . ? N1 N2 1.398(5) 9_576 ? N2 C6 1.338(6) . ? N2 N1 1.398(5) 9_576 ? N3 C6 1.340(6) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C6 1.354(5) 3_665 ? N4 C5 1.355(5) 11_566 ? C1 C2 1.493(7) . ? C2 C4 1.372(8) 6_566 ? C2 C3 1.376(8) . ? C3 C4 1.391(8) . ? C3 H3 0.9300 . ? C4 C2 1.372(8) 6_566 ? C4 H4 0.9300 . ? C5 N4 1.355(5) 12_666 ? C5 H5 0.9300 . ? C6 N4 1.354(5) 4_465 ? 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 O1 Co1 N2 137.33(18) . . ? O1 Co1 N4 107.83(17) . . ? N2 Co1 N4 106.11(15) . . ? O1 Co1 N1 95.29(16) . . ? N2 Co1 N1 104.82(14) . . ? N4 Co1 N1 98.01(14) . . ? C1 O1 Co1 103.5(4) . . ? C5 N1 N2 106.1(3) . 9_576 ? C5 N1 Co1 122.1(3) . . ? N2 N1 Co1 131.3(3) 9_576 . ? C6 N2 N1 105.7(3) . 9_576 ? C6 N2 Co1 131.1(3) . . ? N1 N2 Co1 120.9(3) 9_576 . ? C6 N3 H3A 120.0 . . ? C6 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C6 N4 C5 103.0(3) 3_665 11_566 ? C6 N4 Co1 134.8(3) 3_665 . ? C5 N4 Co1 122.3(3) 11_566 . ? O2 C1 O1 120.4(5) . . ? O2 C1 C2 120.9(5) . . ? O1 C1 C2 118.7(6) . . ? C4 C2 C3 119.2(5) 6_566 . ? C4 C2 C1 121.0(5) 6_566 . ? C3 C2 C1 119.7(5) . . ? C2 C3 C4 120.2(5) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C2 C4 C3 120.6(5) 6_566 . ? C2 C4 H4 119.7 6_566 . ? C3 C4 H4 119.7 . . ? N1 C5 N4 113.6(4) . 12_666 ? N1 C5 H5 123.2 . . ? N4 C5 H5 123.2 12_666 . ? N2 C6 N3 124.0(4) . . ? N2 C6 N4 111.6(4) . 4_465 ? N3 C6 N4 124.4(4) . 4_465 ? 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 N2 Co1 O1 C1 -62.3(5) . . . . ? N4 Co1 O1 C1 78.9(4) . . . . ? N1 Co1 O1 C1 179.1(4) . . . . ? O1 Co1 N1 C5 -26.9(4) . . . . ? N2 Co1 N1 C5 -169.0(3) . . . . ? N4 Co1 N1 C5 82.0(4) . . . . ? O1 Co1 N1 N2 161.9(4) . . . 9_576 ? N2 Co1 N1 N2 19.9(4) . . . 9_576 ? N4 Co1 N1 N2 -89.2(4) . . . 9_576 ? O1 Co1 N2 C6 67.0(5) . . . . ? N4 Co1 N2 C6 -74.6(4) . . . . ? N1 Co1 N2 C6 -177.7(4) . . . . ? O1 Co1 N2 N1 -132.6(3) . . . 9_576 ? N4 Co1 N2 N1 85.8(3) . . . 9_576 ? N1 Co1 N2 N1 -17.3(4) . . . 9_576 ? O1 Co1 N4 C6 -65.8(5) . . . 3_665 ? N2 Co1 N4 C6 87.9(4) . . . 3_665 ? N1 Co1 N4 C6 -164.0(4) . . . 3_665 ? O1 Co1 N4 C5 115.3(4) . . . 11_566 ? N2 Co1 N4 C5 -91.0(4) . . . 11_566 ? N1 Co1 N4 C5 17.1(4) . . . 11_566 ? Co1 O1 C1 O2 6.3(7) . . . . ? Co1 O1 C1 C2 -175.2(5) . . . . ? O2 C1 C2 C4 13.4(9) . . . 6_566 ? O1 C1 C2 C4 -165.2(6) . . . 6_566 ? O2 C1 C2 C3 -169.3(6) . . . . ? O1 C1 C2 C3 12.2(9) . . . . ? C4 C2 C3 C4 -1.8(9) 6_566 . . . ? C1 C2 C3 C4 -179.1(6) . . . . ? C2 C3 C4 C2 2.0(9) . . . 6_566 ? N2 N1 C5 N4 0.2(5) 9_576 . . 12_666 ? Co1 N1 C5 N4 -172.9(3) . . . 12_666 ? N1 N2 C6 N3 -179.0(5) 9_576 . . . ? Co1 N2 C6 N3 -16.4(7) . . . . ? N1 N2 C6 N4 1.0(5) 9_576 . . 4_465 ? Co1 N2 C6 N4 163.6(3) . . . 4_465 ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.250 0.250 0.748 491.6 -7.8 2 0.250 0.750 0.093 18.8 0.4 3 0.250 0.750 0.407 18.7 0.4 4 0.250 0.750 0.593 18.8 0.4 5 0.250 0.750 0.907 18.8 0.4 6 0.750 0.750 0.244 491.6 -7.8 7 0.750 0.250 0.907 18.7 0.3 8 0.750 0.250 0.593 18.8 0.4 9 0.750 0.250 0.407 18.7 0.4 10 0.750 0.250 0.093 18.7 0.4 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.254 _refine_diff_density_min -0.762 _refine_diff_density_rms 0.287