# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email tmaji@jncasr.ac.in _publ_contact_author_name 'Tapas Maji' loop_ _publ_author_name 'Ritesh Haldar' 'Tapas Maji' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 834078' #TrackingRef '- mcif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H24 N10 O4 Zn' _chemical_formula_weight 629.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 18.7769(14) _cell_length_b 19.8686(14) _cell_length_c 8.7734(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.967(6) _cell_angle_gamma 90.00 _cell_volume 3213.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'square block' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.302 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.812 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7516 _exptl_absorpt_correction_T_max 0.9685 _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 ? _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 16169 _diffrn_reflns_av_R_equivalents 0.0764 _diffrn_reflns_av_sigmaI/netI 0.0819 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 25.06 _reflns_number_total 2576 _reflns_number_gt 1871 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.1381P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2576 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0917 _refine_ls_R_factor_gt 0.0692 _refine_ls_wR_factor_ref 0.2168 _refine_ls_wR_factor_gt 0.2033 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Zn1 Zn 0.5000 0.17525(4) 0.2500 0.0322(3) Uani 1 2 d S . . N1 N 0.4126(3) 0.0990(2) 0.2172(5) 0.0419(11) Uani 1 1 d . . . C3 C 0.2955(5) 0.0633(4) 0.2546(9) 0.071(2) Uani 1 1 d . . . H3 H 0.2530 0.0732 0.2900 0.085 Uiso 1 1 calc R . . N2 N 0.5813(3) 0.2540(2) 0.2752(6) 0.0402(11) Uani 1 1 d . . . C10 C 0.6849(4) 0.3555(4) 0.2920(8) 0.065(2) Uani 1 1 d . . . C4 C 0.3650(5) -0.0086(4) 0.1342(10) 0.071(2) Uani 1 1 d . . . H4 H 0.3726 -0.0498 0.0896 0.085 Uiso 1 1 calc R . . N3 N 0.5032(3) 0.1677(2) 0.4962(6) 0.0454(11) Uani 1 1 d . . . C1 C 0.3516(3) 0.1099(3) 0.2716(8) 0.0539(16) Uani 1 1 d . . . H1 H 0.3466 0.1502 0.3227 0.065 Uiso 1 1 calc R . . C7 C 0.6296(3) 0.2647(3) 0.4044(7) 0.0441(14) Uani 1 1 d . . . H7 H 0.6283 0.2376 0.4902 0.053 Uiso 1 1 calc R . . C9 C 0.6320(5) 0.3461(4) 0.1622(9) 0.079(3) Uani 1 1 d . . . H9 H 0.6295 0.3748 0.0775 0.095 Uiso 1 1 calc R . . N4 N 0.485(2) 0.1248(6) 0.739(5) 0.095(12) Uani 0.50 1 d P . . C5 C 0.3030(5) 0.0025(4) 0.1852(9) 0.070(2) Uani 1 1 d . . . C2 C 0.4169(4) 0.0402(3) 0.1476(8) 0.0570(17) Uani 1 1 d . . . H2 H 0.4578 0.0318 0.1053 0.068 Uiso 1 1 calc R . . C8 C 0.6816(4) 0.3143(3) 0.4165(8) 0.0587(17) Uani 1 1 d . . . H8 H 0.7145 0.3201 0.5091 0.070 Uiso 1 1 calc R . . C11 C 0.7415(6) 0.4089(5) 0.3039(11) 0.102(4) Uani 1 1 d . . . H11A H 0.7358 0.4389 0.3880 0.123 Uiso 1 1 calc R . . H11B H 0.7886 0.3875 0.3330 0.123 Uiso 1 1 calc R . . C6 C 0.5829(4) 0.2948(3) 0.1571(8) 0.0616(19) Uani 1 1 d . . . H6 H 0.5491 0.2884 0.0661 0.074 Uiso 1 1 calc R . . C13 C 0.5025(4) 0.1522(3) 0.6179(8) 0.0572(18) Uani 1 1 d . . . C12 C 0.7423(6) 0.4490(5) 0.1688(12) 0.104(4) Uani 1 1 d . . . H12A H 0.6959 0.4716 0.1411 0.125 Uiso 1 1 calc R . . H12B H 0.7471 0.4192 0.0837 0.125 Uiso 1 1 calc R . . N7 N 0.6676(15) 0.2715(14) -0.194(3) 0.267(11) Uiso 1 1 d . . . N6 N 0.7491(18) 0.2905(15) -0.042(4) 0.173(10) Uiso 0.50 1 d P . . C14 C 0.7023(18) 0.2366(18) -0.117(4) 0.265(14) Uiso 1 1 d . . . O2W O 0.4129(17) 0.3651(15) -0.214(4) 0.426(16) Uiso 1 1 d . . . O3W O 0.494(3) 0.471(3) 0.097(5) 0.36(3) Uiso 0.50 1 d P . . O1W O 0.5000 0.4526(7) -0.2500 0.139(4) Uiso 1 2 d S . . 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 0.0340(5) 0.0310(5) 0.0330(5) 0.000 0.0095(3) 0.000 N1 0.042(3) 0.039(2) 0.045(3) 0.002(2) 0.010(2) -0.006(2) C3 0.066(5) 0.082(5) 0.067(5) 0.011(4) 0.021(4) -0.028(4) N2 0.040(3) 0.036(2) 0.044(3) 0.000(2) 0.007(2) -0.003(2) C10 0.072(5) 0.064(4) 0.056(4) 0.001(3) 0.007(4) -0.034(4) C4 0.073(5) 0.049(4) 0.081(5) -0.003(4) -0.011(4) -0.020(4) N3 0.053(3) 0.054(3) 0.031(3) -0.003(2) 0.013(2) 0.001(2) C1 0.050(4) 0.054(4) 0.062(4) -0.002(3) 0.021(3) -0.012(3) C7 0.042(3) 0.043(3) 0.045(3) 0.003(2) 0.004(3) -0.008(3) C9 0.103(7) 0.073(5) 0.054(4) 0.015(4) -0.004(4) -0.053(5) N4 0.17(3) 0.079(7) 0.037(10) -0.002(12) 0.028(17) -0.072(16) C5 0.077(6) 0.059(4) 0.067(5) 0.017(4) -0.007(4) -0.038(4) C2 0.050(4) 0.047(3) 0.070(4) -0.015(3) 0.003(3) -0.007(3) C8 0.057(4) 0.061(4) 0.052(4) -0.004(3) -0.002(3) -0.022(3) C11 0.116(8) 0.104(7) 0.078(6) 0.016(5) -0.003(5) -0.076(6) C6 0.073(5) 0.062(4) 0.045(4) 0.009(3) -0.002(3) -0.028(4) C13 0.081(5) 0.047(3) 0.042(4) -0.006(3) 0.007(3) 0.006(3) C12 0.104(8) 0.102(6) 0.094(7) 0.022(5) -0.014(6) -0.070(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 Zn1 N3 2.155(5) 2_655 ? Zn1 N3 2.155(5) . ? Zn1 N2 2.168(4) . ? Zn1 N2 2.168(4) 2_655 ? Zn1 N1 2.212(5) . ? Zn1 N1 2.212(5) 2_655 ? N1 C2 1.327(8) . ? N1 C1 1.340(8) . ? C3 C5 1.371(11) . ? C3 C1 1.390(9) . ? N2 C6 1.320(8) . ? N2 C7 1.327(8) . ? C10 C9 1.374(11) . ? C10 C8 1.375(10) . ? C10 C11 1.492(10) . ? C4 C5 1.343(12) . ? C4 C2 1.364(10) . ? N3 C13 1.114(8) . ? C7 C8 1.377(8) . ? C9 C6 1.369(9) . ? N4 N4 0.54(8) 2_656 ? N4 C13 1.29(3) . ? N4 C13 1.34(4) 2_656 ? C5 C12 1.546(10) 3_445 ? C11 C12 1.430(12) . ? C13 N4 1.34(4) 2_656 ? C12 C5 1.546(10) 3 ? N7 C14 1.09(4) . ? N7 N6 1.87(4) . ? N6 C14 1.46(3) . ? N6 C14 1.61(4) 7_655 ? N6 N6 1.77(6) 7_655 ? C14 N6 1.61(4) 7_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Zn1 N3 172.0(3) 2_655 . ? N3 Zn1 N2 92.12(18) 2_655 . ? N3 Zn1 N2 93.64(19) . . ? N3 Zn1 N2 93.64(19) 2_655 2_655 ? N3 Zn1 N2 92.12(18) . 2_655 ? N2 Zn1 N2 87.6(2) . 2_655 ? N3 Zn1 N1 86.76(18) 2_655 . ? N3 Zn1 N1 87.78(18) . . ? N2 Zn1 N1 176.78(17) . . ? N2 Zn1 N1 89.45(17) 2_655 . ? N3 Zn1 N1 87.78(18) 2_655 2_655 ? N3 Zn1 N1 86.76(18) . 2_655 ? N2 Zn1 N1 89.45(17) . 2_655 ? N2 Zn1 N1 176.78(18) 2_655 2_655 ? N1 Zn1 N1 93.5(2) . 2_655 ? C2 N1 C1 115.9(5) . . ? C2 N1 Zn1 123.7(4) . . ? C1 N1 Zn1 120.4(4) . . ? C5 C3 C1 119.7(7) . . ? C6 N2 C7 117.3(5) . . ? C6 N2 Zn1 119.0(4) . . ? C7 N2 Zn1 123.8(4) . . ? C9 C10 C8 116.3(6) . . ? C9 C10 C11 123.2(7) . . ? C8 C10 C11 120.5(7) . . ? C5 C4 C2 120.2(7) . . ? C13 N3 Zn1 167.7(5) . . ? N1 C1 C3 122.4(6) . . ? N2 C7 C8 122.6(5) . . ? C6 C9 C10 120.2(7) . . ? N4 N4 C13 84(7) 2_656 . ? N4 N4 C13 73(7) 2_656 2_656 ? C13 N4 C13 125.1(15) . 2_656 ? C4 C5 C3 117.6(6) . . ? C4 C5 C12 121.7(9) . 3_445 ? C3 C5 C12 120.7(9) . 3_445 ? N1 C2 C4 124.2(7) . . ? C10 C8 C7 120.2(6) . . ? C12 C11 C10 117.2(8) . . ? N2 C6 C9 123.2(6) . . ? N3 C13 N4 163.5(17) . . ? N3 C13 N4 167.0(15) . 2_656 ? N4 C13 N4 24(3) . 2_656 ? C11 C12 C5 115.5(7) . 3 ? C14 N7 N6 51(2) . . ? C14 N6 C14 110(3) . 7_655 ? C14 N6 N6 59(2) . 7_655 ? C14 N6 N6 50.9(17) 7_655 7_655 ? C14 N6 N7 35.8(19) . . ? C14 N6 N7 144(3) 7_655 . ? N6 N6 N7 94(3) 7_655 . ? N7 C14 N6 93(3) . . ? N7 C14 N6 157(4) . 7_655 ? N6 C14 N6 70(3) . 7_655 ? _diffrn_measured_fraction_theta_max 0.899 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 0.899 _refine_diff_density_max 0.947 _refine_diff_density_min -0.459 _refine_diff_density_rms 0.147 #===END data_compound1a _database_code_depnum_ccdc_archive 'CCDC 834079' #TrackingRef '- mcif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H24 N10 O Zn' _chemical_formula_weight 581.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 18.7806(5) _cell_length_b 19.9045(5) _cell_length_c 8.7871(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.9810(10) _cell_angle_gamma 90.00 _cell_volume 3224.64(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'square block' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.797 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8861 _exptl_absorpt_correction_T_max 0.9963 _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 ? _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 19272 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3285 _reflns_number_gt 2644 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BRUKER, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.1721P)^2^+9.2850P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3285 _refine_ls_number_parameters 178 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1016 _refine_ls_R_factor_gt 0.0815 _refine_ls_wR_factor_ref 0.2764 _refine_ls_wR_factor_gt 0.2585 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 C6 C 0.6490(3) 0.3896(3) 0.2290(7) 0.0516(15) Uani 1 1 d . . . H6 H 0.6545 0.3490 0.1803 0.062 Uiso 1 1 calc R . . C7 C 0.5829(4) 0.4596(3) 0.3520(8) 0.0532(15) Uani 1 1 d . . . H7 H 0.5414 0.4681 0.3923 0.064 Uiso 1 1 calc R . . C9 C 0.6350(5) 0.5085(4) 0.3674(9) 0.069(2) Uani 1 1 d . . . H9 H 0.6281 0.5489 0.4159 0.083 Uiso 1 1 calc R . . C10 C 0.6975(5) 0.4980(4) 0.3111(9) 0.068(2) Uani 1 1 d . . . C8 C 0.7040(4) 0.4367(4) 0.2437(9) 0.069(2) Uani 1 1 d . . . H8 H 0.7461 0.4267 0.2072 0.083 Uiso 1 1 calc R . . C12 C 0.7569(6) 0.5906(5) 0.1927(10) 0.097(3) Uani 1 1 d . . . H12A H 0.7097 0.6118 0.1659 0.116 Uiso 1 1 calc R . . H12B H 0.7623 0.5614 0.1073 0.116 Uiso 1 1 calc R . . C2 C 0.4167(4) 0.2057(3) 0.3428(8) 0.0604(19) Uani 1 1 d . . . H2 H 0.4513 0.2118 0.4327 0.072 Uiso 1 1 calc R . . C3 C 0.3662(5) 0.1553(4) 0.3417(9) 0.079(3) Uani 1 1 d . . . H3 H 0.3666 0.1289 0.4291 0.094 Uiso 1 1 calc R . . C4 C 0.3187(4) 0.1860(3) 0.0819(8) 0.0568(17) Uani 1 1 d . . . H4 H 0.2864 0.1803 -0.0115 0.068 Uiso 1 1 calc R . . C1 C 0.3701(3) 0.2347(3) 0.0949(7) 0.0445(13) Uani 1 1 d . . . H1 H 0.3715 0.2617 0.0092 0.053 Uiso 1 1 calc R . . C13 C 0.5017(4) 0.3479(3) 0.6190(7) 0.0541(16) Uani 1 1 d . . . C11 C 0.7577(6) 0.5491(5) 0.3299(12) 0.098(3) Uani 1 1 d . . . H11A H 0.7540 0.5781 0.4168 0.117 Uiso 1 1 calc R . . H11B H 0.8039 0.5259 0.3545 0.117 Uiso 1 1 calc R . . C5 C 0.3139(4) 0.1446(4) 0.2061(9) 0.066(2) Uani 1 1 d . . . C14 C 0.315(3) 0.252(3) 0.633(4) 0.31(2) Uani 1 1 d D . . N1 N 0.4189(2) 0.2457(2) 0.2248(5) 0.0366(10) Uani 1 1 d . . . N2 N 0.5876(2) 0.4012(2) 0.2836(5) 0.0390(10) Uiso 1 1 d . . . N3 N 0.5024(3) 0.3325(2) 0.4964(6) 0.0439(11) Uani 1 1 d . . . N4 N 0.514(2) 0.3749(6) 0.755(4) 0.107(11) Uani 0.50 1 d P . . N5 N 0.264(5) 0.215(2) 0.610(11) 0.41(8) Uani 0.50 1 d P . . N6 N 0.325(4) 0.281(4) 0.510(8) 0.76(6) Uiso 1 1 d D . . Zn1 Zn 0.5000 0.32488(4) 0.2500 0.0300(3) Uani 1 2 d S . . O1W O 0.5000 0.0478(8) 0.7500 0.151(5) Uiso 1 2 d S . . 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 C6 0.053(4) 0.050(3) 0.054(4) 0.004(3) 0.017(3) -0.014(3) C7 0.051(3) 0.044(3) 0.062(4) -0.010(3) 0.003(3) -0.005(3) C9 0.075(5) 0.043(4) 0.079(5) -0.003(3) -0.013(4) -0.017(3) C10 0.074(5) 0.056(4) 0.067(4) 0.016(3) -0.006(4) -0.035(4) C8 0.052(4) 0.088(6) 0.070(5) 0.010(4) 0.022(3) -0.027(4) C12 0.113(7) 0.101(7) 0.068(5) 0.017(5) -0.006(5) -0.071(6) C2 0.070(4) 0.054(4) 0.050(4) 0.009(3) -0.004(3) -0.031(4) C3 0.096(6) 0.074(5) 0.057(4) 0.019(4) -0.008(4) -0.051(5) C4 0.057(4) 0.058(4) 0.050(4) 0.002(3) -0.005(3) -0.023(3) C1 0.042(3) 0.046(3) 0.044(3) 0.003(2) 0.005(2) -0.008(3) C13 0.081(5) 0.043(3) 0.037(4) 0.005(3) 0.008(3) -0.004(3) C11 0.100(7) 0.092(6) 0.091(6) 0.015(5) -0.006(5) -0.066(6) C5 0.077(5) 0.060(4) 0.057(4) 0.002(3) 0.003(3) -0.036(4) C14 0.41(5) 0.30(4) 0.30(3) -0.01(3) 0.29(4) 0.05(4) N1 0.037(2) 0.034(2) 0.040(2) 0.0023(17) 0.0082(18) -0.0059(18) N3 0.055(3) 0.048(3) 0.029(2) -0.0020(19) 0.010(2) -0.001(2) N4 0.21(3) 0.078(8) 0.052(8) -0.033(12) 0.068(15) -0.090(17) N5 0.57(12) 0.15(3) 0.71(17) 0.12(5) 0.59(14) 0.09(4) Zn1 0.0318(5) 0.0285(5) 0.0310(5) 0.000 0.0090(3) 0.000 _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 C6 N2 1.351(8) . ? C6 C8 1.382(9) . ? C7 N2 1.320(8) . ? C7 C9 1.370(10) . ? C9 C10 1.373(13) . ? C10 C8 1.371(12) . ? C10 C11 1.507(10) . ? C12 C11 1.459(13) . ? C12 C5 1.504(10) 3 ? C2 N1 1.314(8) . ? C2 C3 1.379(10) . ? C3 C5 1.409(10) . ? C4 C5 1.384(10) . ? C4 C1 1.357(9) . ? C1 N1 1.339(7) . ? C13 N3 1.123(8) . ? C13 N4 1.31(3) 2_656 ? C13 N4 1.29(3) . ? C5 C12 1.504(10) 3_445 ? C14 N6 1.268(10) . ? C14 N5 1.19(8) . ? N1 Zn1 2.174(4) . ? N2 Zn1 2.217(5) . ? N3 Zn1 2.162(5) . ? N4 N4 0.51(7) 2_656 ? N4 C13 1.31(3) 2_656 ? N5 N6 2.04(6) . ? N5 N6 1.81(11) 7_556 ? N6 N5 1.81(11) 7_556 ? N6 N6 3.05(14) 7_556 ? Zn1 N3 2.162(5) 2_655 ? Zn1 N1 2.174(4) 2_655 ? Zn1 N2 2.217(5) 2_655 ? 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 N2 C6 C8 121.7(6) . . ? N2 C7 C9 124.2(7) . . ? C10 C9 C7 120.0(7) . . ? C9 C10 C8 116.4(6) . . ? C9 C10 C11 122.1(9) . . ? C8 C10 C11 121.4(9) . . ? C10 C8 C6 121.1(7) . . ? C11 C12 C5 116.4(7) . 3 ? N1 C2 C3 124.0(6) . . ? C2 C3 C5 119.0(7) . . ? C5 C4 C1 120.7(6) . . ? N1 C1 C4 123.3(6) . . ? N3 C13 N4 165.1(15) . 2_656 ? N3 C13 N4 166.0(15) . . ? N4 C13 N4 23(3) 2_656 . ? C12 C11 C10 113.7(7) . . ? C4 C5 C3 115.9(6) . . ? C4 C5 C12 121.0(6) . 3_445 ? C3 C5 C12 123.0(7) . 3_445 ? N6 C14 N5 112(7) . . ? C2 N1 C1 117.0(5) . . ? C2 N1 Zn1 119.0(4) . . ? C1 N1 Zn1 123.9(4) . . ? C7 N2 C6 116.6(5) . . ? C7 N2 Zn1 123.5(4) . . ? C6 N2 Zn1 119.9(4) . . ? C13 N3 Zn1 168.0(5) . . ? N4 N4 C13 77(7) 2_656 2_656 ? N4 N4 C13 80(7) 2_656 . ? C13 N4 C13 125.6(13) 2_656 . ? N6 N5 N6 105(5) . 7_556 ? N6 N5 C14 35(3) . . ? N6 N5 C14 135(5) 7_556 . ? N5 N6 C14 33(5) . . ? N5 N6 N5 75(5) . 7_556 ? C14 N6 N5 104(6) . 7_556 ? N5 N6 N6 35(3) . 7_556 ? C14 N6 N6 66(4) . 7_556 ? N5 N6 N6 40(2) 7_556 7_556 ? N3 Zn1 N3 172.0(3) . 2_655 ? N3 Zn1 N1 91.90(18) . . ? N3 Zn1 N1 93.91(18) 2_655 . ? N3 Zn1 N1 93.91(18) . 2_655 ? N3 Zn1 N1 91.90(18) 2_655 2_655 ? N1 Zn1 N1 87.1(2) . 2_655 ? N3 Zn1 N2 86.85(18) . . ? N3 Zn1 N2 87.65(18) 2_655 . ? N1 Zn1 N2 176.47(16) . . ? N1 Zn1 N2 89.71(18) 2_655 . ? N3 Zn1 N2 87.65(18) . 2_655 ? N3 Zn1 N2 86.85(18) 2_655 2_655 ? N1 Zn1 N2 89.71(18) . 2_655 ? N1 Zn1 N2 176.47(16) 2_655 2_655 ? N2 Zn1 N2 93.5(2) . 2_655 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.406 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.225 #===END data_complex1'' _database_code_depnum_ccdc_archive 'CCDC 834080' #TrackingRef '- mcif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H24 N10 O5 Zn' _chemical_formula_weight 645.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 18.5462(9) _cell_length_b 20.0824(10) _cell_length_c 8.7759(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.244(3) _cell_angle_gamma 90.00 _cell_volume 3205.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'square block' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.338 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.818 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7308 _exptl_absorpt_correction_T_max 0.9980 _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 ? _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 17049 _diffrn_reflns_av_R_equivalents 0.0896 _diffrn_reflns_av_sigmaI/netI 0.0818 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3683 _reflns_number_gt 2444 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.1683P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3683 _refine_ls_number_parameters 181 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1247 _refine_ls_R_factor_gt 0.0809 _refine_ls_wR_factor_ref 0.2649 _refine_ls_wR_factor_gt 0.2285 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 C6 C 0.3693(3) 0.2349(3) 0.0964(7) 0.0458(13) Uani 1 1 d . . . H6 H 0.3695 0.2620 0.0107 0.055 Uiso 1 1 calc R . . C7 C 0.4186(3) 0.2061(3) 0.3454(7) 0.0556(16) Uani 1 1 d . . . H7 H 0.4540 0.2122 0.4351 0.067 Uiso 1 1 calc R . . C9 C 0.3684(4) 0.1553(4) 0.3425(8) 0.072(2) Uani 1 1 d . . . H9 H 0.3694 0.1290 0.4300 0.087 Uiso 1 1 calc R . . C8 C 0.3186(4) 0.1848(3) 0.0843(7) 0.0570(16) Uani 1 1 d . . . H8 H 0.2855 0.1786 -0.0088 0.068 Uiso 1 1 calc R . . C10 C 0.3161(4) 0.1435(4) 0.2078(8) 0.0641(18) Uani 1 1 d . . . C11 C 0.2593(5) 0.0891(5) 0.1968(10) 0.097(3) Uani 1 1 d . . . H11A H 0.2111 0.1094 0.1671 0.116 Uiso 1 1 calc R . . H11B H 0.2656 0.0594 0.1131 0.116 Uiso 1 1 calc R . . C12 C 0.2594(5) 0.0489(5) 0.3344(10) 0.094(3) Uani 1 1 d . . . H12A H 0.2535 0.0781 0.4193 0.113 Uiso 1 1 calc R . . H12B H 0.3068 0.0272 0.3633 0.113 Uiso 1 1 calc R . . C1 C 0.5832(4) 0.4584(3) 0.3522(8) 0.0549(15) Uani 1 1 d . . . H1 H 0.5409 0.4665 0.3912 0.066 Uiso 1 1 calc R . . C2 C 0.6504(3) 0.3908(3) 0.2304(7) 0.0502(14) Uani 1 1 d . . . H2 H 0.6556 0.3511 0.1790 0.060 Uiso 1 1 calc R . . C3 C 0.6361(5) 0.5073(3) 0.3695(9) 0.073(2) Uani 1 1 d . . . H3 H 0.6288 0.5473 0.4178 0.087 Uiso 1 1 calc R . . C4 C 0.7067(4) 0.4365(4) 0.2475(8) 0.0675(19) Uani 1 1 d . . . H4 H 0.7496 0.4261 0.2127 0.081 Uiso 1 1 calc R . . C5 C 0.7001(4) 0.4967(4) 0.3148(8) 0.0667(19) Uani 1 1 d . . . C13 C 0.5027(4) 0.3476(3) 0.6180(7) 0.0604(17) Uani 1 1 d . . . C14 C 0.2934(13) 0.2611(12) 0.589(3) 0.222(9) Uiso 1 1 d D . . N1 N 0.5888(2) 0.4007(2) 0.2838(5) 0.0407(10) Uani 1 1 d . . . N2 N 0.4186(2) 0.2464(2) 0.2269(5) 0.0380(9) Uani 1 1 d . . . N3 N 0.5026(3) 0.3334(2) 0.4962(5) 0.0438(11) Uani 1 1 d . . . N5 N 0.2502(13) 0.2133(13) 0.550(3) 0.155(8) Uiso 0.50 1 d PD . . N4 N 0.4857(19) 0.3760(6) 0.737(3) 0.111(11) Uani 0.50 1 d P . . Zn1 Zn 0.5000 0.32512(4) 0.2500 0.0312(3) Uani 1 2 d S . . O3W O 0.4623(18) 0.0355(16) 1.019(4) 0.50(2) Uiso 1 1 d . . . N6 N 0.3302(13) 0.2291(12) 0.681(3) 0.272(10) Uiso 1 1 d D . . O2W O 0.410(2) 0.1571(17) 0.764(6) 0.60(2) Uiso 1 1 d . . . O1W O 0.5000 0.0359(15) 0.7500 0.307(13) Uiso 1 2 d S . . 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 C6 0.044(3) 0.042(3) 0.049(3) 0.006(2) 0.002(2) -0.012(2) C7 0.060(4) 0.049(4) 0.052(3) 0.011(3) -0.004(3) -0.022(3) C9 0.090(5) 0.067(4) 0.053(4) 0.016(3) -0.004(3) -0.048(4) C8 0.061(4) 0.052(4) 0.052(3) 0.002(3) -0.004(3) -0.021(3) C10 0.068(4) 0.061(4) 0.061(4) 0.004(3) 0.006(3) -0.030(4) C11 0.112(7) 0.091(6) 0.077(5) 0.013(4) -0.008(5) -0.067(6) C12 0.096(6) 0.092(6) 0.087(6) 0.011(5) 0.000(5) -0.060(5) C1 0.057(3) 0.038(3) 0.068(4) -0.009(3) 0.005(3) -0.007(3) C2 0.051(3) 0.043(3) 0.060(3) 0.000(3) 0.020(3) -0.011(3) C3 0.087(5) 0.040(4) 0.082(5) -0.005(3) -0.008(4) -0.019(4) C4 0.059(4) 0.074(5) 0.073(4) 0.013(4) 0.020(3) -0.026(4) C5 0.073(4) 0.056(4) 0.065(4) 0.012(3) -0.003(3) -0.032(4) C13 0.091(5) 0.041(3) 0.049(4) 0.006(3) 0.014(3) -0.003(3) N1 0.047(2) 0.030(2) 0.045(2) 0.0012(18) 0.0090(19) -0.0074(19) N2 0.039(2) 0.030(2) 0.046(2) 0.0016(17) 0.0094(18) -0.0035(18) N3 0.058(3) 0.041(3) 0.034(2) -0.0031(18) 0.0130(19) -0.004(2) N4 0.23(3) 0.076(7) 0.024(8) 0.002(8) 0.024(13) 0.093(16) Zn1 0.0324(4) 0.0257(5) 0.0368(5) 0.000 0.0098(3) 0.000 _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 C6 N2 1.339(7) . ? C6 C8 1.365(8) . ? C7 N2 1.318(7) . ? C7 C9 1.378(8) . ? C9 C10 1.395(9) . ? C8 C10 1.374(9) . ? C10 C11 1.508(9) . ? C11 C12 1.452(12) . ? C12 C5 1.504(9) 3_445 ? C1 N1 1.318(7) . ? C1 C3 1.376(9) . ? C2 N1 1.332(7) . ? C2 C4 1.377(8) . ? C3 C5 1.381(12) . ? C4 C5 1.362(11) . ? C5 C12 1.504(9) 3 ? C13 N3 1.106(8) . ? C13 N4 1.28(2) . ? C13 N4 1.37(3) 2_656 ? C14 N6 1.148(10) . ? C14 N5 1.256(10) . ? C14 N5 1.43(3) 7_556 ? N1 Zn1 2.216(4) . ? N2 Zn1 2.168(4) . ? N3 Zn1 2.158(4) . ? N5 C14 1.43(3) 7_556 ? N5 N5 1.72(5) 7_556 ? N5 N6 1.72(4) . ? N4 N4 0.53(7) 2_656 ? N4 C13 1.37(3) 2_656 ? Zn1 N3 2.158(4) 2_655 ? Zn1 N2 2.168(4) 2_655 ? Zn1 N1 2.216(4) 2_655 ? 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 N2 C6 C8 122.6(5) . . ? N2 C7 C9 123.0(5) . . ? C7 C9 C10 119.8(6) . . ? C6 C8 C10 120.8(6) . . ? C8 C10 C9 116.1(6) . . ? C8 C10 C11 121.2(6) . . ? C9 C10 C11 122.7(6) . . ? C12 C11 C10 117.5(7) . . ? C11 C12 C5 114.2(7) . 3_445 ? N1 C1 C3 124.1(7) . . ? N1 C2 C4 123.2(6) . . ? C1 C3 C5 119.6(7) . . ? C5 C4 C2 120.6(7) . . ? C4 C5 C3 116.3(6) . . ? C4 C5 C12 122.9(8) . 3 ? C3 C5 C12 120.7(8) . 3 ? N3 C13 N4 161.3(14) . . ? N3 C13 N4 166.8(12) . 2_656 ? N4 C13 N4 23(3) . 2_656 ? N6 C14 N5 91(3) . . ? N6 C14 N5 165(3) . 7_556 ? N5 C14 N5 79(3) . 7_556 ? C1 N1 C2 116.1(5) . . ? C1 N1 Zn1 122.8(4) . . ? C2 N1 Zn1 121.1(4) . . ? C7 N2 C6 117.6(5) . . ? C7 N2 Zn1 118.8(4) . . ? C6 N2 Zn1 123.6(4) . . ? C13 N3 Zn1 169.4(5) . . ? C14 N5 C14 101(3) . 7_556 ? C14 N5 N5 54.6(18) . 7_556 ? C14 N5 N5 46.0(14) 7_556 7_556 ? C14 N5 N6 41.8(13) . . ? C14 N5 N6 141(3) 7_556 . ? N5 N5 N6 96(2) 7_556 . ? N4 N4 C13 88(6) 2_656 . ? N4 N4 C13 69(5) 2_656 2_656 ? C13 N4 C13 123.5(12) . 2_656 ? N3 Zn1 N3 171.2(2) 2_655 . ? N3 Zn1 N2 94.79(17) 2_655 . ? N3 Zn1 N2 91.64(17) . . ? N3 Zn1 N2 91.64(17) 2_655 2_655 ? N3 Zn1 N2 94.79(17) . 2_655 ? N2 Zn1 N2 86.4(2) . 2_655 ? N3 Zn1 N1 87.26(17) 2_655 . ? N3 Zn1 N1 86.71(17) . . ? N2 Zn1 N1 175.96(16) . . ? N2 Zn1 N1 90.05(17) 2_655 . ? N3 Zn1 N1 86.71(17) 2_655 2_655 ? N3 Zn1 N1 87.26(17) . 2_655 ? N2 Zn1 N1 90.05(17) . 2_655 ? N2 Zn1 N1 175.96(15) 2_655 2_655 ? N1 Zn1 N1 93.5(2) . 2_655 ? C14 N6 N5 46.8(14) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.255 _refine_diff_density_min -0.689 _refine_diff_density_rms 0.161 #===END data_compound2 _database_code_depnum_ccdc_archive 'CCDC 834081' #TrackingRef '- mcif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 N7 Co, C2 N3, 4(O)' _chemical_formula_sum 'C28 H24 Co N10 O4' _chemical_formula_weight 623.50 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 Monoclinic _symmetry_space_group_name_H-M C2/c 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 18.5114(7) _cell_length_b 20.0115(8) _cell_length_c 8.7093(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.555(2) _cell_angle_gamma 90.00 _cell_volume 3171.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 32.1 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 0.589 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.523603 _exptl_absorpt_correction_T_max 0.895693 _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 ? _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 23902 _diffrn_reflns_av_R_equivalents 0.0514 _diffrn_reflns_av_sigmaI/netI 0.0449 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 32.10 _reflns_number_total 5535 _reflns_number_gt 4115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.1501P)^2^+0.2450P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5535 _refine_ls_number_parameters 194 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0903 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.2256 _refine_ls_wR_factor_gt 0.2051 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 1.0000 0.175038(19) 0.7500 0.02800(15) Uani 1 2 d S . . N4 N 1.08033(12) 0.25373(10) 0.7756(2) 0.0348(4) Uani 1 1 d . . . N1 N 0.99885(15) 0.16809(11) 0.5075(3) 0.0417(5) Uani 1 1 d . . . N3 N 0.91205(12) 0.10039(10) 0.7155(2) 0.0377(4) Uani 1 1 d . . . C10 C 1.13027(16) 0.26450(14) 0.9050(3) 0.0456(6) Uani 1 1 d . . . H10 H 1.1302 0.2367 0.9905 0.055 Uiso 1 1 calc R . . C6 C 1.08082(18) 0.29613(15) 0.6579(3) 0.0515(7) Uani 1 1 d . . . H6 H 1.0455 0.2909 0.5679 0.062 Uiso 1 1 calc R . . C9 C 1.1818(2) 0.31475(16) 0.9177(4) 0.0542(8) Uani 1 1 d . . . H9 H 1.2151 0.3203 1.0107 0.065 Uiso 1 1 calc R . . C8 C 1.1844(2) 0.35669(17) 0.7940(4) 0.0565(8) Uani 1 1 d . . . C5 C 0.85007(17) 0.11052(15) 0.7675(4) 0.0491(6) Uani 1 1 d . . . H5 H 0.8442 0.1508 0.8171 0.059 Uiso 1 1 calc R . . C7 C 1.1309(2) 0.34736(19) 0.6624(4) 0.0647(10) Uani 1 1 d . . . H7 H 1.1288 0.3756 0.5770 0.078 Uiso 1 1 calc R . . C1 C 0.91793(18) 0.04224(15) 0.6431(4) 0.0517(7) Uani 1 1 d . . . H1 H 0.9596 0.0347 0.6001 0.062 Uiso 1 1 calc R . . C3 C 0.8017(2) 0.00257(19) 0.6835(4) 0.0677(10) Uani 1 1 d . . . C2 C 0.8649(2) -0.00730(16) 0.6292(5) 0.0658(10) Uani 1 1 d . . . H2 H 0.8727 -0.0477 0.5822 0.079 Uiso 1 1 calc R . . C13 C 0.9996(2) 0.15246(17) 0.3836(3) 0.0545(8) Uani 1 1 d . . . N2 N 1.0148(11) 0.1253(3) 0.2545(16) 0.149(7) Uani 0.50 1 d P . . C12 C 1.2435(3) 0.4491(3) 0.6636(6) 0.102(2) Uani 1 1 d . . . H12A H 1.1958 0.4699 0.6309 0.122 Uiso 1 1 calc R . . H12B H 1.2516 0.4190 0.5811 0.122 Uiso 1 1 calc R . . C4 C 0.7934(2) 0.0642(2) 0.7518(4) 0.0636(9) Uani 1 1 d . . . H4 H 0.7502 0.0744 0.7868 0.076 Uiso 1 1 calc R . . C11 C 1.2424(3) 0.4100(2) 0.8066(5) 0.0807(13) Uani 1 1 d . . . H11A H 1.2357 0.4406 0.8892 0.097 Uiso 1 1 calc R . . H11B H 1.2901 0.3890 0.8378 0.097 Uiso 1 1 calc R . . N5 N 1.1464(9) 0.251(2) 0.3072(17) 0.58(3) Uani 1 1 d . . . N6 N 1.249(2) 0.2889(9) 0.428(6) 0.31(2) Uani 0.50 1 d P . . O1W O 1.0585(9) 0.3410(8) 0.207(2) 0.358(7) Uiso 1 1 d . . . C14 C 1.2025(9) 0.2533(13) 0.392(3) 0.260(11) Uani 1 1 d . . . O2W O 1.0519(11) 0.4505(13) 0.028(2) 0.527(14) 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 Co1 0.0320(2) 0.0249(2) 0.0277(2) 0.000 0.00702(15) 0.000 N4 0.0372(10) 0.0284(8) 0.0392(10) -0.0006(7) 0.0083(8) -0.0049(7) N1 0.0528(13) 0.0415(11) 0.0316(10) -0.0012(8) 0.0094(9) -0.0026(9) N3 0.0416(11) 0.0331(9) 0.0381(10) 0.0004(7) 0.0062(8) -0.0079(8) C10 0.0473(14) 0.0446(13) 0.0430(14) 0.0030(10) 0.0036(11) -0.0103(11) C6 0.0593(17) 0.0458(15) 0.0446(14) 0.0072(11) -0.0030(12) -0.0224(13) C9 0.0577(18) 0.0522(16) 0.0483(16) 0.0018(12) -0.0019(13) -0.0209(13) C8 0.0638(19) 0.0523(17) 0.0508(16) 0.0014(13) 0.0040(14) -0.0295(15) C5 0.0495(15) 0.0478(14) 0.0530(15) 0.0026(12) 0.0174(12) -0.0129(12) C7 0.081(2) 0.0580(18) 0.0514(17) 0.0118(14) 0.0013(16) -0.0360(18) C1 0.0536(16) 0.0395(13) 0.0590(17) -0.0109(12) 0.0021(13) -0.0071(12) C3 0.074(2) 0.0610(19) 0.0604(19) 0.0167(15) -0.0080(16) -0.0399(18) C2 0.079(2) 0.0374(14) 0.073(2) -0.0051(14) -0.0077(18) -0.0186(15) C13 0.088(2) 0.0442(14) 0.0345(13) 0.0044(11) 0.0195(14) -0.0019(15) N2 0.34(2) 0.075(4) 0.046(3) 0.027(5) 0.069(8) 0.125(9) C12 0.113(4) 0.102(3) 0.078(3) 0.022(2) -0.014(3) -0.079(3) C4 0.0559(18) 0.073(2) 0.063(2) 0.0086(16) 0.0147(15) -0.0274(16) C11 0.094(3) 0.078(2) 0.063(2) 0.0108(18) -0.003(2) -0.055(2) N5 0.266(17) 1.33(7) 0.159(11) -0.27(2) 0.101(11) -0.33(3) N6 0.39(4) 0.108(11) 0.57(5) 0.085(18) 0.43(4) 0.039(15) C14 0.216(13) 0.28(2) 0.34(2) -0.196(18) 0.205(15) -0.104(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N1 2.113(2) . ? Co1 N1 2.113(2) 2_756 ? Co1 N4 2.149(2) . ? Co1 N4 2.149(2) 2_756 ? Co1 N3 2.189(2) . ? Co1 N3 2.189(2) 2_756 ? N4 C6 1.332(3) . ? N4 C10 1.338(3) . ? N1 C13 1.126(4) . ? N3 C5 1.324(4) . ? N3 C1 1.337(4) . ? C10 C9 1.377(4) . ? C6 C7 1.378(4) . ? C9 C8 1.374(4) . ? C8 C7 1.382(5) . ? C8 C11 1.504(4) . ? C5 C4 1.387(4) . ? C1 C2 1.385(4) . ? C3 C2 1.353(6) . ? C3 C4 1.391(6) . ? C3 C12 1.506(5) 3_445 ? C13 N2 1.302(12) 2_755 ? C13 N2 1.325(13) . ? N2 N2 0.54(4) 2_755 ? N2 C13 1.302(12) 2_755 ? C12 C11 1.474(6) . ? C12 C3 1.506(5) 3 ? N5 C14 1.16(2) . ? N6 C14 1.12(4) . ? N6 C14 1.86(4) 7_756 ? C14 N6 1.86(4) 7_756 ? 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 Co1 N1 172.46(12) . 2_756 ? N1 Co1 N4 91.83(9) . . ? N1 Co1 N4 93.70(9) 2_756 . ? N1 Co1 N4 93.70(9) . 2_756 ? N1 Co1 N4 91.83(8) 2_756 2_756 ? N4 Co1 N4 85.77(11) . 2_756 ? N1 Co1 N3 86.96(9) . . ? N1 Co1 N3 87.89(9) 2_756 . ? N4 Co1 N3 175.67(8) . . ? N4 Co1 N3 90.15(9) 2_756 . ? N1 Co1 N3 87.89(9) . 2_756 ? N1 Co1 N3 86.96(9) 2_756 2_756 ? N4 Co1 N3 90.15(9) . 2_756 ? N4 Co1 N3 175.67(8) 2_756 2_756 ? N3 Co1 N3 93.96(12) . 2_756 ? C6 N4 C10 116.4(2) . . ? C6 N4 Co1 119.28(18) . . ? C10 N4 Co1 124.32(17) . . ? C13 N1 Co1 167.6(2) . . ? C5 N3 C1 116.4(2) . . ? C5 N3 Co1 121.20(18) . . ? C1 N3 Co1 122.4(2) . . ? N4 C10 C9 123.2(3) . . ? N4 C6 C7 123.4(3) . . ? C8 C9 C10 120.4(3) . . ? C9 C8 C7 116.5(3) . . ? C9 C8 C11 120.2(3) . . ? C7 C8 C11 123.3(3) . . ? N3 C5 C4 123.4(3) . . ? C6 C7 C8 120.0(3) . . ? N3 C1 C2 123.1(3) . . ? C2 C3 C4 116.7(3) . . ? C2 C3 C12 120.1(4) . 3_445 ? C4 C3 C12 123.1(4) . 3_445 ? C3 C2 C1 120.6(3) . . ? N1 C13 N2 164.8(8) . 2_755 ? N1 C13 N2 165.7(8) . . ? N2 C13 N2 23.6(18) 2_755 . ? N2 N2 C13 81(3) 2_755 2_755 ? N2 N2 C13 76(3) 2_755 . ? C13 N2 C13 125.0(6) 2_755 . ? C11 C12 C3 113.6(3) . 3 ? C5 C4 C3 119.6(3) . . ? C12 C11 C8 115.8(3) . . ? C14 N6 C14 100(3) . 7_756 ? N6 C14 N5 139(5) . . ? N6 C14 N6 80(3) . 7_756 ? N5 C14 N6 139(3) . 7_756 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 32.10 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.810 _refine_diff_density_min -0.518 _refine_diff_density_rms 0.124