Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Nils Metzler-Nolte' 'Christoph M. Happel' 'Silvia Hrubanova' 'Srecko I. Kirin' 'Christoph Klein' 'Thomas Weyhermuller' _publ_contact_author_name 'Prof Nils Metzler-Nolte' _publ_contact_author_address ; Institute of Pharmacy and Molecular Biotechnology Universitat Heidelberg Im Neuenheimer Feld 364 Heidelberg 69120 GERMANY ; _publ_contact_author_email NILS.METZLER-NOLTE@URZ.UNI-HEIDELBERG.DE _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Synthesis, structure and DNA cleavage propensity of metal complexes M(II)L with the N-(2-ethoxyethanol)-bis(2-picolyl)amine ligand L (M = Co, Ni, Cu and Zn) ; data_1Cu(ST4078) _database_code_depnum_ccdc_archive 'CCDC 218710' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[C16 H23 Cu N4 O6]+, (N O3)-' _chemical_formula_sum 'C16 H23 Cu N5 O9' _chemical_formula_weight 492.93 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.3315(4) _cell_length_b 29.6588(9) _cell_length_c 8.3626(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.23(1) _cell_angle_gamma 90.00 _cell_volume 2033.57(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent parallelepiped' _exptl_crystal_colour blue _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 1.135 _exptl_absorpt_correction_type Gaussian _exptl_absorpt_correction_T_min 0.631 _exptl_absorpt_correction_T_max 0.865 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '2075 images at 0.9 deg. \w, 18 sec./frame' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48742 _diffrn_reflns_av_R_equivalents 0.0774 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.24 _diffrn_reflns_theta_max 33.73 _reflns_number_total 8026 _reflns_number_gt 7070 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect Software' _computing_cell_refinement 'Nonius Collect Software' _computing_data_reduction 'Nonius Collect Software' _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 w=1/[\s^2^(Fo^2^)+(0.0366P)^2^+1.7177P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8026 _refine_ls_number_parameters 289 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0432 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.0922 _refine_ls_wR_factor_gt 0.0885 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.794609(18) 0.135768(5) 0.566782(18) 0.00916(4) Uani 1 d . . . O1 O 0.78758(12) 0.08589(3) 0.40823(12) 0.01285(17) Uani 1 d D . . H1A H 0.701(2) 0.0865(7) 0.336(2) 0.017 Uiso 1 d D . . H1B H 0.793(3) 0.0610(6) 0.459(2) 0.017 Uiso 1 d D . . N1 N 0.99909(13) 0.16323(4) 0.51967(13) 0.01126(18) Uani 1 d . . . C2 C 1.09989(16) 0.14622(5) 0.42590(16) 0.0137(2) Uani 1 d . . . H2 H 1.0755 0.1177 0.3759 0.016 Uiso 1 calc R . . C3 C 1.23866(16) 0.16906(5) 0.39977(17) 0.0151(2) Uani 1 d . . . H3 H 1.3073 0.1566 0.3318 0.018 Uiso 1 calc R . . C4 C 1.27498(16) 0.21058(5) 0.47542(17) 0.0151(2) Uani 1 d . . . H4 H 1.3697 0.2267 0.4604 0.018 Uiso 1 calc R . . C5 C 1.17128(16) 0.22824(5) 0.57323(16) 0.0133(2) Uani 1 d . . . H5 H 1.1946 0.2564 0.6265 0.016 Uiso 1 calc R . . C6 C 1.03297(15) 0.20388(4) 0.59137(15) 0.0113(2) Uani 1 d . . . C7 C 0.90601(16) 0.22098(4) 0.68588(16) 0.0124(2) Uani 1 d . . . H7A H 0.9581 0.2407 0.7758 0.015 Uiso 1 calc R . . H7B H 0.8222 0.2387 0.6136 0.015 Uiso 1 calc R . . N8 N 0.82916(13) 0.18167(4) 0.75206(13) 0.00979(17) Uani 1 d . . . C9 C 0.66422(15) 0.19182(4) 0.78830(16) 0.0117(2) Uani 1 d . . . H9A H 0.6121 0.2158 0.7144 0.014 Uiso 1 calc R . . H9B H 0.6743 0.2029 0.9014 0.014 Uiso 1 calc R . . C10 C 0.55998(15) 0.15006(4) 0.76669(15) 0.0111(2) Uani 1 d . . . C11 C 0.43412(16) 0.14292(5) 0.85311(17) 0.0144(2) Uani 1 d . . . H11 H 0.4112 0.1645 0.9299 0.017 Uiso 1 calc R . . C12 C 0.34247(17) 0.10359(5) 0.82501(18) 0.0174(2) Uani 1 d . . . H12 H 0.2561 0.0979 0.8827 0.021 Uiso 1 calc R . . C13 C 0.37893(17) 0.07264(5) 0.71130(19) 0.0171(2) Uani 1 d . . . H13 H 0.3173 0.0457 0.6897 0.021 Uiso 1 calc R . . C14 C 0.50643(16) 0.08186(5) 0.63042(17) 0.0137(2) Uani 1 d . . . H14A H 0.5320 0.0606 0.5536 0.016 Uiso 1 calc R . . N15 N 0.59555(13) 0.11990(4) 0.65691(13) 0.01069(18) Uani 1 d . . . C16 C 0.94218(16) 0.16421(4) 0.89799(15) 0.0121(2) Uani 1 d . . . H16A H 0.9332 0.1837 0.9920 0.015 Uiso 1 calc R . . H16B H 1.0555 0.1665 0.8781 0.015 Uiso 1 calc R . . C17 C 0.91008(16) 0.11593(4) 0.94161(15) 0.0127(2) Uani 1 d . . . H17A H 0.9865 0.1069 1.0409 0.015 Uiso 1 calc R . . H17B H 0.7973 0.1128 0.9624 0.015 Uiso 1 calc R . . O18 O 0.93275(12) 0.08800(3) 0.80761(12) 0.01320(17) Uani 1 d . . . C19 C 0.93814(18) 0.04123(5) 0.85053(17) 0.0164(2) Uani 1 d . . . H19A H 0.8367 0.0328 0.8894 0.020 Uiso 1 calc R . . H19B H 1.0314 0.0356 0.9396 0.020 Uiso 1 calc R . . C20 C 0.95607(17) 0.01282(5) 0.70505(18) 0.0168(2) Uani 1 d . . . H20A H 1.0452 0.0253 0.6545 0.020 Uiso 1 calc R . . H20B H 0.9876 -0.0182 0.7421 0.020 Uiso 1 calc R . . O21 O 0.81063(13) 0.01076(4) 0.58539(13) 0.01648(19) Uani 1 d . . . H21 H 0.738(3) 0.0008(8) 0.625(3) 0.021 Uiso 1 d . . . N30 N 0.62719(14) 0.19130(4) 0.25357(13) 0.01218(19) Uani 1 d . . . O31 O 0.63240(13) 0.18888(4) 0.40620(12) 0.01666(19) Uani 1 d . . . O32 O 0.73922(14) 0.17459(4) 0.19215(14) 0.0216(2) Uani 1 d . . . O33 O 0.50931(14) 0.21105(4) 0.16822(13) 0.0191(2) Uani 1 d . . . N40 N 0.39501(15) 0.06474(4) 0.22665(14) 0.0155(2) Uani 1 d . . . O41 O 0.44766(14) 0.02773(4) 0.29135(14) 0.0202(2) Uani 1 d . . . O42 O 0.49398(14) 0.09556(4) 0.20949(14) 0.0228(2) Uani 1 d . . . O43 O 0.24556(14) 0.07064(4) 0.18245(16) 0.0245(2) Uani 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.00869(7) 0.00996(7) 0.00932(7) -0.00139(5) 0.00294(5) -0.00126(5) O1 0.0141(4) 0.0120(4) 0.0125(4) -0.0019(3) 0.0027(3) -0.0011(3) N1 0.0109(4) 0.0123(4) 0.0110(4) -0.0006(3) 0.0030(3) -0.0010(3) C2 0.0127(5) 0.0147(5) 0.0144(5) -0.0018(4) 0.0043(4) -0.0008(4) C3 0.0118(5) 0.0186(6) 0.0160(6) 0.0003(4) 0.0056(4) -0.0010(4) C4 0.0106(5) 0.0189(6) 0.0160(5) 0.0026(4) 0.0028(4) -0.0026(4) C5 0.0128(5) 0.0140(5) 0.0128(5) 0.0011(4) 0.0019(4) -0.0027(4) C6 0.0115(5) 0.0121(5) 0.0104(5) 0.0009(4) 0.0018(4) -0.0005(4) C7 0.0146(5) 0.0100(5) 0.0131(5) -0.0004(4) 0.0042(4) -0.0011(4) N8 0.0095(4) 0.0099(4) 0.0102(4) 0.0004(3) 0.0026(3) 0.0002(3) C9 0.0105(5) 0.0123(5) 0.0129(5) -0.0016(4) 0.0034(4) 0.0004(4) C10 0.0096(5) 0.0128(5) 0.0107(5) 0.0005(4) 0.0012(4) 0.0011(4) C11 0.0125(5) 0.0174(6) 0.0142(5) -0.0013(4) 0.0048(4) 0.0005(4) C12 0.0139(6) 0.0208(6) 0.0189(6) 0.0006(5) 0.0070(5) -0.0018(5) C13 0.0133(5) 0.0166(6) 0.0222(6) -0.0007(5) 0.0057(5) -0.0037(4) C14 0.0112(5) 0.0138(5) 0.0166(5) -0.0017(4) 0.0036(4) -0.0018(4) N15 0.0100(4) 0.0114(4) 0.0106(4) -0.0003(3) 0.0016(3) -0.0001(3) C16 0.0127(5) 0.0127(5) 0.0103(5) -0.0002(4) 0.0003(4) -0.0001(4) C17 0.0142(5) 0.0139(5) 0.0099(5) 0.0016(4) 0.0021(4) 0.0012(4) O18 0.0166(4) 0.0100(4) 0.0129(4) 0.0016(3) 0.0023(3) 0.0004(3) C19 0.0195(6) 0.0107(5) 0.0177(6) 0.0027(4) -0.0006(5) -0.0008(4) C20 0.0143(6) 0.0125(5) 0.0233(6) -0.0006(5) 0.0019(5) 0.0003(4) O21 0.0165(5) 0.0148(4) 0.0181(5) 0.0006(3) 0.0028(4) -0.0030(3) N30 0.0151(5) 0.0106(4) 0.0107(4) 0.0009(3) 0.0020(4) -0.0023(4) O31 0.0186(5) 0.0230(5) 0.0087(4) 0.0017(3) 0.0031(3) 0.0053(4) O32 0.0208(5) 0.0299(6) 0.0166(5) 0.0007(4) 0.0101(4) 0.0029(4) O33 0.0234(5) 0.0153(4) 0.0157(4) 0.0015(3) -0.0048(4) 0.0033(4) N40 0.0169(5) 0.0155(5) 0.0135(5) -0.0008(4) 0.0009(4) -0.0030(4) O41 0.0207(5) 0.0139(4) 0.0261(5) 0.0014(4) 0.0039(4) 0.0001(4) O42 0.0214(5) 0.0204(5) 0.0244(5) 0.0063(4) -0.0016(4) -0.0091(4) O43 0.0142(5) 0.0296(6) 0.0278(6) 0.0046(5) -0.0013(4) -0.0013(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.9804(10) . ? Cu1 N1 1.9898(11) . ? Cu1 N15 1.9960(11) . ? Cu1 N8 2.0441(11) . ? Cu1 O31 2.3380(10) . ? Cu1 O18 2.5621(10) . ? N1 C2 1.3449(17) . ? N1 C6 1.3538(16) . ? C2 C3 1.3902(19) . ? C3 C4 1.393(2) . ? C4 C5 1.3932(19) . ? C5 C6 1.3910(18) . ? C6 C7 1.5158(18) . ? C7 N8 1.4836(16) . ? N8 C9 1.4895(16) . ? N8 C16 1.4953(16) . ? C9 C10 1.5052(18) . ? C10 N15 1.3518(16) . ? C10 C11 1.3913(18) . ? C11 C12 1.391(2) . ? C12 C13 1.393(2) . ? C13 C14 1.3841(19) . ? C14 N15 1.3472(17) . ? C16 C17 1.5131(18) . ? C17 O18 1.4327(16) . ? O18 C19 1.4316(16) . ? C19 C20 1.509(2) . ? C20 O21 1.4292(17) . ? N30 O32 1.2454(16) . ? N30 O33 1.2524(15) . ? N30 O31 1.2714(14) . ? N40 O43 1.2467(16) . ? N40 O42 1.2562(16) . ? N40 O41 1.2672(16) . ? 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 Cu1 N1 95.61(4) . . ? O1 Cu1 N15 98.56(4) . . ? N1 Cu1 N15 165.77(5) . . ? O1 Cu1 N8 171.25(4) . . ? N1 Cu1 N8 82.37(4) . . ? N15 Cu1 N8 83.42(4) . . ? O1 Cu1 O31 99.98(4) . . ? N1 Cu1 O31 92.20(4) . . ? N15 Cu1 O31 86.64(4) . . ? N8 Cu1 O31 88.62(4) . . ? O1 Cu1 O18 93.96(4) . . ? N1 Cu1 O18 95.80(4) . . ? N15 Cu1 O18 81.96(4) . . ? N8 Cu1 O18 77.84(4) . . ? O31 Cu1 O18 163.17(3) . . ? C2 N1 C6 119.31(11) . . ? C2 N1 Cu1 127.39(9) . . ? C6 N1 Cu1 113.29(9) . . ? N1 C2 C3 122.13(12) . . ? C2 C3 C4 118.61(13) . . ? C3 C4 C5 119.46(12) . . ? C6 C5 C4 118.74(12) . . ? N1 C6 C5 121.73(12) . . ? N1 C6 C7 114.76(11) . . ? C5 C6 C7 123.47(12) . . ? N8 C7 C6 108.60(10) . . ? C7 N8 C9 113.07(10) . . ? C7 N8 C16 109.01(10) . . ? C9 N8 C16 111.96(10) . . ? C7 N8 Cu1 104.63(7) . . ? C9 N8 Cu1 106.14(7) . . ? C16 N8 Cu1 111.80(8) . . ? N8 C9 C10 110.04(10) . . ? N15 C10 C11 121.90(12) . . ? N15 C10 C9 115.76(11) . . ? C11 C10 C9 122.34(12) . . ? C12 C11 C10 118.78(13) . . ? C11 C12 C13 119.21(13) . . ? C14 C13 C12 118.86(13) . . ? N15 C14 C13 122.24(13) . . ? C14 N15 C10 119.01(11) . . ? C14 N15 Cu1 127.30(9) . . ? C10 N15 Cu1 113.42(8) . . ? N8 C16 C17 114.32(10) . . ? O18 C17 C16 107.76(10) . . ? C19 O18 C17 111.51(10) . . ? C19 O18 Cu1 136.27(8) . . ? C17 O18 Cu1 101.06(7) . . ? O18 C19 C20 110.00(11) . . ? O21 C20 C19 113.29(12) . . ? O32 N30 O33 121.36(12) . . ? O32 N30 O31 119.81(11) . . ? O33 N30 O31 118.82(12) . . ? N30 O31 Cu1 121.86(8) . . ? O43 N40 O42 120.35(13) . . ? O43 N40 O41 120.00(12) . . ? O42 N40 O41 119.65(12) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 33.73 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 1.012 _refine_diff_density_min -0.902 _refine_diff_density_rms 0.084 data_1Ni(ST4465) _database_code_depnum_ccdc_archive 'CCDC 218711' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[C16 H21 N4 Ni O5]+, (N O3)-' _chemical_formula_sum 'C16 H21 N5 Ni O8' _chemical_formula_weight 470.09 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M P3(1) _symmetry_Int_Tables_number 144 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' _cell_length_a 9.0763(3) _cell_length_b 9.0763(3) _cell_length_c 20.7667(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1481.55(8) _cell_formula_units_Z 3 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent block' _exptl_crystal_colour blue _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 732 _exptl_absorpt_coefficient_mu 1.038 _exptl_absorpt_correction_type Gaussian _exptl_absorpt_correction_T_min 0.6887 _exptl_absorpt_correction_T_max 0.7206 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '539 images at 1.0 deg. in \w, 10 sec./frame' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19817 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.92 _diffrn_reflns_theta_max 30.96 _reflns_number_total 4648 _reflns_number_gt 4561 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect Software' _computing_cell_refinement 'Nonius Collect Software' _computing_data_reduction 'Nonius Collect Software' _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 w=1/[\s^2^(Fo^2^)+(0.0181P)^2^+0.3666P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.017(7) _refine_ls_number_reflns 4648 _refine_ls_number_parameters 274 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0219 _refine_ls_R_factor_gt 0.0211 _refine_ls_wR_factor_ref 0.0510 _refine_ls_wR_factor_gt 0.0505 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.08578(2) 0.54990(2) 0.392110(8) 0.01231(4) Uani 1 d . . . N1 N 0.16871(17) 0.39207(16) 0.42914(6) 0.0169(2) Uani 1 d . . . C2 C 0.0748(2) 0.2301(2) 0.44831(8) 0.0225(3) Uani 1 d . . . H2 H -0.0457 0.1779 0.4471 0.027 Uiso 1 calc R . . C3 C 0.1475(3) 0.1358(2) 0.46993(8) 0.0291(4) Uani 1 d . . . H3 H 0.0782 0.0211 0.4834 0.035 Uiso 1 calc R . . C4 C 0.3224(3) 0.2124(2) 0.47137(9) 0.0311(4) Uani 1 d . . . H4 H 0.3752 0.1509 0.4861 0.037 Uiso 1 calc R . . C5 C 0.4215(2) 0.3805(2) 0.45108(8) 0.0269(3) Uani 1 d . . . H5 H 0.5421 0.4346 0.4512 0.032 Uiso 1 calc R . . C6 C 0.3401(2) 0.4673(2) 0.43065(7) 0.0190(3) Uani 1 d . . . C7 C 0.43609(19) 0.6524(2) 0.41049(8) 0.0206(3) Uani 1 d . . . H7A H 0.4544 0.7260 0.4483 0.025 Uiso 1 calc R . . H7B H 0.5487 0.6810 0.3929 0.025 Uiso 1 calc R . . N8 N 0.33683(16) 0.68212(16) 0.36112(6) 0.0156(2) Uani 1 d . . . C9 C 0.38582(19) 0.86304(18) 0.35449(7) 0.0189(3) Uani 1 d . . . H9A H 0.4764 0.9174 0.3216 0.023 Uiso 1 calc R . . H9B H 0.4320 0.9221 0.3960 0.023 Uiso 1 calc R . . C10 C 0.23579(19) 0.88194(18) 0.33512(7) 0.0178(3) Uani 1 d . . . C11 C 0.2577(2) 1.0291(2) 0.30503(9) 0.0276(3) Uani 1 d . . . H11 H 0.3679 1.1178 0.2933 0.033 Uiso 1 calc R . . C12 C 0.1154(3) 1.0430(2) 0.29259(9) 0.0327(4) Uani 1 d . . . H12 H 0.1271 1.1422 0.2724 0.039 Uiso 1 calc R . . C13 C -0.0435(3) 0.9124(2) 0.30966(9) 0.0296(4) Uani 1 d . . . H13 H -0.1424 0.9204 0.3017 0.035 Uiso 1 calc R . . C14 C -0.0557(2) 0.7690(2) 0.33871(7) 0.0220(3) Uani 1 d . . . H14 H -0.1649 0.6781 0.3501 0.026 Uiso 1 calc R . . N15 N 0.08179(16) 0.75440(16) 0.35125(6) 0.0169(2) Uani 1 d . . . C16 C 0.3463(2) 0.6053(2) 0.29865(7) 0.0215(3) Uani 1 d . . . H16A H 0.3673 0.5101 0.3074 0.026 Uiso 1 calc R . . H16B H 0.4431 0.6918 0.2731 0.026 Uiso 1 calc R . . C17 C 0.1845(2) 0.5402(2) 0.26002(7) 0.0232(3) Uani 1 d . . . H17A H 0.1688 0.6356 0.2458 0.028 Uiso 1 calc R . . H17B H 0.1875 0.4773 0.2215 0.028 Uiso 1 calc R . . O18 O 0.04994(14) 0.42931(14) 0.30269(5) 0.0201(2) Uani 1 d . . . C19 C -0.1209(2) 0.3697(2) 0.28048(8) 0.0267(3) Uani 1 d . . . H19A H -0.1481 0.2917 0.2434 0.032 Uiso 1 calc R . . H19B H -0.1359 0.4663 0.2673 0.032 Uiso 1 calc R . . C20 C -0.2322(2) 0.2781(2) 0.33701(9) 0.0282(4) Uani 1 d . . . H20A H -0.3524 0.2413 0.3271 0.034 Uiso 1 calc R . . H20B H -0.2238 0.1762 0.3476 0.034 Uiso 1 calc R . . O21 O -0.17362(14) 0.39551(15) 0.39067(6) 0.0218(2) Uani 1 d . . . H21 H -0.223(3) 0.345(3) 0.4287(11) 0.026 Uiso 1 d . . . N30 N 0.01802(17) 0.68135(16) 0.51107(6) 0.0179(2) Uani 1 d . . . O31 O 0.12380(14) 0.64609(15) 0.48358(5) 0.0198(2) Uani 1 d . . . O32 O -0.09797(15) 0.68068(16) 0.47999(6) 0.0241(2) Uani 1 d . . . O33 O 0.03649(17) 0.71479(17) 0.56941(6) 0.0290(3) Uani 1 d . . . N40 N -0.34687(18) 0.14506(19) 0.52339(7) 0.0268(3) Uani 1 d . . . O41 O -0.27686(19) 0.30026(17) 0.50872(7) 0.0344(3) Uani 1 d . . . O42 O -0.3546(2) 0.04099(19) 0.48300(9) 0.0471(4) Uani 1 d . . . O43 O -0.40516(19) 0.1025(2) 0.57862(7) 0.0444(4) Uani 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 Ni1 0.01213(8) 0.01213(8) 0.01146(6) -0.00010(6) 0.00015(6) 0.00516(7) N1 0.0214(6) 0.0176(6) 0.0140(5) -0.0018(4) -0.0003(4) 0.0113(5) C2 0.0276(8) 0.0191(7) 0.0206(7) 0.0011(5) 0.0003(6) 0.0114(6) C3 0.0426(10) 0.0223(8) 0.0279(8) 0.0024(6) -0.0045(7) 0.0203(8) C4 0.0435(10) 0.0303(9) 0.0333(9) -0.0026(7) -0.0089(7) 0.0287(8) C5 0.0299(8) 0.0309(8) 0.0290(8) -0.0062(6) -0.0081(6) 0.0220(7) C6 0.0224(7) 0.0208(7) 0.0172(6) -0.0029(5) -0.0014(5) 0.0135(6) C7 0.0159(6) 0.0214(7) 0.0253(7) -0.0006(6) -0.0022(5) 0.0098(6) N8 0.0139(5) 0.0155(6) 0.0162(5) -0.0011(4) 0.0013(4) 0.0063(4) C9 0.0143(6) 0.0127(6) 0.0251(7) -0.0002(5) 0.0006(5) 0.0033(5) C10 0.0201(7) 0.0149(6) 0.0162(6) -0.0008(5) -0.0006(5) 0.0071(5) C11 0.0284(8) 0.0168(7) 0.0308(8) 0.0049(6) -0.0034(6) 0.0063(6) C12 0.0441(11) 0.0234(8) 0.0340(9) 0.0048(7) -0.0077(8) 0.0195(8) C13 0.0343(9) 0.0327(9) 0.0305(8) 0.0026(7) -0.0068(7) 0.0233(8) C14 0.0212(7) 0.0257(8) 0.0215(7) 0.0033(6) -0.0007(5) 0.0135(6) N15 0.0183(6) 0.0177(6) 0.0151(5) 0.0013(4) 0.0000(4) 0.0092(5) C16 0.0251(7) 0.0218(7) 0.0184(6) -0.0003(5) 0.0076(5) 0.0121(6) C17 0.0331(8) 0.0200(7) 0.0125(6) -0.0005(5) 0.0039(5) 0.0103(6) O18 0.0229(5) 0.0165(5) 0.0144(4) -0.0013(4) -0.0020(4) 0.0049(4) C19 0.0275(8) 0.0210(7) 0.0216(7) -0.0036(6) -0.0109(6) 0.0046(6) C20 0.0201(7) 0.0187(7) 0.0311(8) -0.0003(6) -0.0084(6) -0.0012(6) O21 0.0159(5) 0.0191(5) 0.0229(5) 0.0034(4) 0.0001(4) 0.0032(4) N30 0.0210(6) 0.0167(6) 0.0166(5) -0.0005(4) 0.0027(4) 0.0099(5) O31 0.0202(5) 0.0269(6) 0.0162(4) -0.0048(4) 0.0006(4) 0.0147(5) O32 0.0244(6) 0.0324(6) 0.0221(5) 0.0052(4) 0.0024(4) 0.0190(5) O33 0.0338(7) 0.0418(7) 0.0175(5) -0.0101(5) -0.0008(5) 0.0235(6) N40 0.0158(6) 0.0220(7) 0.0339(7) 0.0084(5) -0.0060(5) 0.0031(5) O41 0.0417(8) 0.0225(6) 0.0371(7) 0.0125(5) 0.0161(6) 0.0145(6) O42 0.0465(9) 0.0236(7) 0.0581(10) -0.0088(6) -0.0148(7) 0.0077(7) O43 0.0327(7) 0.0413(8) 0.0398(8) 0.0241(7) 0.0019(6) 0.0038(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 Ni1 O31 2.0465(11) . ? Ni1 O21 2.0514(12) . ? Ni1 N15 2.0576(12) . ? Ni1 N1 2.0708(13) . ? Ni1 N8 2.0765(12) . ? Ni1 O18 2.0966(10) . ? N1 C2 1.339(2) . ? N1 C6 1.351(2) . ? C2 C3 1.391(2) . ? C3 C4 1.379(3) . ? C4 C5 1.394(3) . ? C5 C6 1.388(2) . ? C6 C7 1.514(2) . ? C7 N8 1.4762(19) . ? N8 C9 1.4775(19) . ? N8 C16 1.4955(19) . ? C9 C10 1.510(2) . ? C10 N15 1.3371(19) . ? C10 C11 1.396(2) . ? C11 C12 1.383(3) . ? C12 C13 1.379(3) . ? C13 C14 1.387(2) . ? C14 N15 1.345(2) . ? C16 C17 1.510(2) . ? C17 O18 1.4355(19) . ? O18 C19 1.439(2) . ? C19 C20 1.500(3) . ? C20 O21 1.447(2) . ? N30 O32 1.2324(17) . ? N30 O33 1.2398(16) . ? N30 O31 1.2875(16) . ? N40 O42 1.239(2) . ? N40 O43 1.241(2) . ? N40 O41 1.2594(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O31 Ni1 O21 101.31(5) . . ? O31 Ni1 N15 94.20(5) . . ? O21 Ni1 N15 94.50(5) . . ? O31 Ni1 N1 84.74(5) . . ? O21 Ni1 N1 102.88(5) . . ? N15 Ni1 N1 162.48(5) . . ? O31 Ni1 N8 97.98(5) . . ? O21 Ni1 N8 160.60(5) . . ? N15 Ni1 N8 81.95(5) . . ? N1 Ni1 N8 80.88(5) . . ? O31 Ni1 O18 173.62(5) . . ? O21 Ni1 O18 78.76(5) . . ? N15 Ni1 O18 92.15(5) . . ? N1 Ni1 O18 89.02(5) . . ? N8 Ni1 O18 82.31(5) . . ? C2 N1 C6 119.22(14) . . ? C2 N1 Ni1 128.14(11) . . ? C6 N1 Ni1 112.59(10) . . ? N1 C2 C3 122.27(17) . . ? C4 C3 C2 118.51(17) . . ? C3 C4 C5 119.72(16) . . ? C6 C5 C4 118.58(17) . . ? N1 C6 C5 121.70(15) . . ? N1 C6 C7 115.63(13) . . ? C5 C6 C7 122.66(15) . . ? N8 C7 C6 109.25(12) . . ? C7 N8 C9 113.32(12) . . ? C7 N8 C16 109.55(12) . . ? C9 N8 C16 112.46(12) . . ? C7 N8 Ni1 105.82(9) . . ? C9 N8 Ni1 107.74(9) . . ? C16 N8 Ni1 107.55(9) . . ? N8 C9 C10 111.33(12) . . ? N15 C10 C11 121.83(15) . . ? N15 C10 C9 116.54(13) . . ? C11 C10 C9 121.54(14) . . ? C12 C11 C10 118.58(16) . . ? C13 C12 C11 119.75(16) . . ? C12 C13 C14 118.48(16) . . ? N15 C14 C13 122.28(16) . . ? C10 N15 C14 119.08(13) . . ? C10 N15 Ni1 113.70(10) . . ? C14 N15 Ni1 127.21(11) . . ? N8 C16 C17 111.83(13) . . ? O18 C17 C16 105.43(12) . . ? C17 O18 C19 116.41(12) . . ? C17 O18 Ni1 108.98(8) . . ? C19 O18 Ni1 109.68(9) . . ? O18 C19 C20 104.93(13) . . ? O21 C20 C19 107.28(13) . . ? C20 O21 Ni1 112.81(10) . . ? O32 N30 O33 121.58(13) . . ? O32 N30 O31 120.52(12) . . ? O33 N30 O31 117.89(13) . . ? N30 O31 Ni1 122.01(9) . . ? O42 N40 O43 122.40(16) . . ? O42 N40 O41 119.57(16) . . ? O43 N40 O41 118.03(16) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.96 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.302 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.042 data_1Co(ST4538) _database_code_depnum_ccdc_archive 'CCDC 218712' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[C16 H21 Co N4 O5]+, (NO3)-' _chemical_formula_sum 'C16 H21 Co N5 O8' _chemical_formula_weight 470.31 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 Orthorhombic _symmetry_space_group_name_H-M Pna2(1) _symmetry_Int_Tables_number 33 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' _cell_length_a 15.6361(6) _cell_length_b 9.8378(3) _cell_length_c 13.0708(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2010.61(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent block' _exptl_crystal_colour pink _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 0.908 _exptl_absorpt_correction_type 'not corrected' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '\w, 1.0 deg/frame, 30 sec. each' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36199 _diffrn_reflns_av_R_equivalents 0.0624 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.96 _diffrn_reflns_theta_max 31.00 _reflns_number_total 6370 _reflns_number_gt 6076 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect Software' _computing_cell_refinement 'Nonius Collect Software' _computing_data_reduction 'Nonius Collect Software' _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 w=1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.3140P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.018(9) _refine_ls_number_reflns 6370 _refine_ls_number_parameters 274 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0781 _refine_ls_wR_factor_gt 0.0768 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.002 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.742604(10) 0.135046(18) 0.92203(2) 0.01368(5) Uani 1 d . . . N1 N 0.66644(8) 0.29339(14) 0.86952(10) 0.0154(2) Uani 1 d . . . C2 C 0.58988(9) 0.27503(17) 0.82449(12) 0.0183(3) Uani 1 d . . . H2 H 0.5682 0.1853 0.8172 0.022 Uiso 1 calc R . . C3 C 0.54179(10) 0.38302(18) 0.78848(13) 0.0207(3) Uani 1 d . . . H3 H 0.4881 0.3677 0.7565 0.025 Uiso 1 calc R . . C4 C 0.57332(10) 0.51382(17) 0.79979(12) 0.0201(3) Uani 1 d . . . H4 H 0.5417 0.5894 0.7751 0.024 Uiso 1 calc R . . C5 C 0.65145(10) 0.53304(16) 0.84754(12) 0.0177(3) Uani 1 d . . . H5 H 0.6734 0.6221 0.8576 0.021 Uiso 1 calc R . . C6 C 0.69757(9) 0.41981(15) 0.88064(11) 0.0151(3) Uani 1 d . . . C7 C 0.78627(8) 0.43233(13) 0.92505(14) 0.0160(2) Uani 1 d . . . H7A H 0.8287 0.4385 0.8690 0.019 Uiso 1 calc R . . H7B H 0.7902 0.5164 0.9665 0.019 Uiso 1 calc R . . N8 N 0.80553(8) 0.31303(13) 0.98995(9) 0.0140(2) Uani 1 d . . . C9 C 0.89841(9) 0.28462(16) 0.99775(12) 0.0176(3) Uani 1 d . . . H9A H 0.9215 0.3299 1.0595 0.021 Uiso 1 calc R . . H9B H 0.9279 0.3234 0.9374 0.021 Uiso 1 calc R . . C10 C 0.91722(10) 0.13427(15) 1.00369(12) 0.0171(3) Uani 1 d . . . C11 C 0.99344(10) 0.08653(19) 1.04478(12) 0.0213(3) Uani 1 d . . . H11 H 1.0332 0.1476 1.0749 0.026 Uiso 1 calc R . . C12 C 1.01061(11) -0.0524(2) 1.04114(13) 0.0246(3) Uani 1 d . . . H12 H 1.0625 -0.0872 1.0684 0.030 Uiso 1 calc R . . C13 C 0.95144(12) -0.13899(18) 0.99750(15) 0.0248(3) Uani 1 d . . . H13 H 0.9620 -0.2340 0.9940 0.030 Uiso 1 calc R . . C14 C 0.87661(11) -0.08490(18) 0.95903(14) 0.0228(3) Uani 1 d . . . H14 H 0.8357 -0.1444 0.9293 0.027 Uiso 1 calc R . . N15 N 0.85941(8) 0.04938(14) 0.96216(10) 0.0172(2) Uani 1 d . . . C16 C 0.76614(10) 0.33436(17) 1.09293(12) 0.0169(3) Uani 1 d . . . H16A H 0.7123 0.3863 1.0852 0.020 Uiso 1 calc R . . H16B H 0.8055 0.3885 1.1360 0.020 Uiso 1 calc R . . C17 C 0.74765(10) 0.20157(18) 1.14487(13) 0.0187(3) Uani 1 d . . . H17A H 0.8013 0.1509 1.1579 0.022 Uiso 1 calc R . . H17B H 0.7180 0.2167 1.2108 0.022 Uiso 1 calc R . . O18 O 0.69391(8) 0.12828(11) 1.07537(9) 0.0179(2) Uani 1 d . . . C19 C 0.67424(11) -0.00868(17) 1.10561(12) 0.0205(3) Uani 1 d . . . H19A H 0.6413 -0.0095 1.1703 0.025 Uiso 1 calc R . . H19B H 0.7273 -0.0622 1.1152 0.025 Uiso 1 calc R . . C20 C 0.62178(10) -0.06566(17) 1.01947(13) 0.0212(3) Uani 1 d . . . H20A H 0.6121 -0.1642 1.0298 0.025 Uiso 1 calc R . . H20B H 0.5656 -0.0196 1.0162 0.025 Uiso 1 calc R . . O21 O 0.66896(6) -0.04277(11) 0.92637(10) 0.0198(2) Uani 1 d D . . H21 H 0.6440(14) -0.079(2) 0.8710(11) 0.026 Uiso 1 d D . . N30 N 0.79659(9) 0.15606(13) 0.70922(11) 0.0177(2) Uani 1 d . . . O31 O 0.75250(7) 0.07689(13) 0.76574(9) 0.0214(2) Uani 1 d . . . O32 O 0.84649(8) 0.23875(13) 0.74993(10) 0.0248(2) Uani 1 d . . . O33 O 0.78922(11) 0.14875(13) 0.61540(10) 0.0295(3) Uani 1 d . . . N40 N 0.50120(9) -0.12987(14) 0.78407(11) 0.0197(3) Uani 1 d . . . O41 O 0.58058(8) -0.15646(13) 0.77740(10) 0.0253(3) Uani 1 d . . . O42 O 0.47777(9) -0.03484(16) 0.83912(13) 0.0376(4) Uani 1 d . . . O43 O 0.44977(9) -0.20061(16) 0.73570(13) 0.0366(3) Uani 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 0.01133(8) 0.01343(9) 0.01628(8) 0.00031(9) -0.00042(9) -0.00022(6) N1 0.0135(5) 0.0173(6) 0.0154(5) 0.0008(4) -0.0007(4) -0.0004(4) C2 0.0143(6) 0.0228(7) 0.0179(6) 0.0025(5) -0.0006(5) -0.0022(5) C3 0.0151(7) 0.0295(8) 0.0175(6) 0.0030(6) -0.0018(5) 0.0019(6) C4 0.0185(7) 0.0236(7) 0.0182(6) 0.0048(6) 0.0005(6) 0.0057(6) C5 0.0192(7) 0.0166(7) 0.0174(6) 0.0025(5) 0.0034(5) 0.0020(5) C6 0.0143(6) 0.0166(7) 0.0144(6) 0.0009(5) 0.0016(5) -0.0001(5) C7 0.0139(5) 0.0144(6) 0.0198(6) 0.0020(6) -0.0004(7) -0.0015(4) N8 0.0109(5) 0.0159(5) 0.0153(5) 0.0007(4) -0.0002(4) 0.0005(4) C9 0.0107(6) 0.0195(7) 0.0227(7) -0.0017(6) -0.0011(5) -0.0008(5) C10 0.0132(6) 0.0222(7) 0.0158(6) 0.0011(5) 0.0024(5) 0.0011(5) C11 0.0150(7) 0.0312(9) 0.0176(6) -0.0004(6) 0.0002(5) 0.0030(6) C12 0.0191(7) 0.0352(9) 0.0196(7) 0.0037(7) 0.0011(6) 0.0101(7) C13 0.0239(8) 0.0215(8) 0.0289(8) 0.0032(6) 0.0050(7) 0.0079(6) C14 0.0213(7) 0.0196(8) 0.0275(7) 0.0000(6) 0.0019(6) 0.0023(6) N15 0.0131(5) 0.0190(6) 0.0197(5) 0.0002(5) 0.0003(4) 0.0029(4) C16 0.0159(6) 0.0193(7) 0.0155(6) -0.0024(5) -0.0003(5) 0.0018(5) C17 0.0176(6) 0.0237(8) 0.0149(6) 0.0013(6) 0.0001(5) 0.0019(5) O18 0.0178(5) 0.0187(5) 0.0171(5) 0.0031(4) 0.0004(4) -0.0025(4) C19 0.0206(7) 0.0188(7) 0.0219(7) 0.0071(6) 0.0027(6) -0.0008(5) C20 0.0165(6) 0.0210(7) 0.0261(8) 0.0067(6) 0.0020(6) -0.0032(6) O21 0.0179(4) 0.0201(5) 0.0213(5) 0.0012(5) 0.0003(5) -0.0049(3) N30 0.0162(6) 0.0162(6) 0.0209(6) -0.0020(5) 0.0037(5) 0.0009(4) O31 0.0255(6) 0.0190(6) 0.0195(6) -0.0006(4) 0.0058(4) -0.0046(4) O32 0.0201(5) 0.0216(6) 0.0327(6) -0.0020(5) -0.0037(5) -0.0042(4) O33 0.0439(9) 0.0275(7) 0.0172(5) -0.0012(5) 0.0057(6) -0.0083(6) N40 0.0166(6) 0.0195(6) 0.0229(6) -0.0014(5) -0.0019(5) 0.0013(5) O41 0.0139(5) 0.0307(7) 0.0312(7) -0.0086(5) 0.0024(5) 0.0009(4) O42 0.0225(6) 0.0370(8) 0.0533(9) -0.0233(7) -0.0042(6) 0.0093(5) O43 0.0243(6) 0.0343(7) 0.0512(8) -0.0162(7) -0.0170(6) 0.0035(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 Co1 N1 2.0774(13) . ? Co1 N15 2.0787(13) . ? Co1 O21 2.0951(10) . ? Co1 O31 2.1270(12) . ? Co1 O18 2.1451(12) . ? Co1 N8 2.1959(13) . ? N1 C6 1.343(2) . ? N1 C2 1.3462(19) . ? C2 C3 1.384(2) . ? C3 C4 1.386(2) . ? C4 C5 1.385(2) . ? C5 C6 1.396(2) . ? C6 C7 1.508(2) . ? C7 N8 1.4791(19) . ? N8 C9 1.4826(18) . ? N8 C16 1.495(2) . ? C9 C10 1.510(2) . ? C10 N15 1.345(2) . ? C10 C11 1.389(2) . ? C11 C12 1.394(3) . ? C12 C13 1.381(3) . ? C13 C14 1.380(2) . ? C14 N15 1.349(2) . ? C16 C17 1.500(2) . ? C17 O18 1.432(2) . ? O18 C19 1.4374(19) . ? C19 C20 1.502(2) . ? C20 O21 1.441(2) . ? N30 O33 1.2338(19) . ? N30 O32 1.2464(18) . ? N30 O31 1.2758(18) . ? N40 O42 1.2353(19) . ? N40 O43 1.2372(19) . ? N40 O41 1.2716(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Co1 N15 153.00(5) . . ? N1 Co1 O21 108.66(5) . . ? N15 Co1 O21 97.91(5) . . ? N1 Co1 O31 85.76(5) . . ? N15 Co1 O31 93.98(5) . . ? O21 Co1 O31 80.88(5) . . ? N1 Co1 O18 97.38(5) . . ? N15 Co1 O18 93.64(5) . . ? O21 Co1 O18 75.74(5) . . ? O31 Co1 O18 156.18(5) . . ? N1 Co1 N8 78.02(5) . . ? N15 Co1 N8 80.07(5) . . ? O21 Co1 N8 154.30(5) . . ? O31 Co1 N8 124.76(5) . . ? O18 Co1 N8 78.81(4) . . ? C6 N1 C2 119.58(14) . . ? C6 N1 Co1 116.79(10) . . ? C2 N1 Co1 123.62(11) . . ? N1 C2 C3 121.93(15) . . ? C2 C3 C4 118.88(15) . . ? C5 C4 C3 119.26(14) . . ? C4 C5 C6 119.11(15) . . ? N1 C6 C5 121.20(14) . . ? N1 C6 C7 116.76(13) . . ? C5 C6 C7 121.95(13) . . ? N8 C7 C6 110.07(11) . . ? C7 N8 C9 112.86(11) . . ? C7 N8 C16 108.73(12) . . ? C9 N8 C16 111.60(11) . . ? C7 N8 Co1 108.03(9) . . ? C9 N8 Co1 108.45(9) . . ? C16 N8 Co1 106.94(9) . . ? N8 C9 C10 112.27(12) . . ? N15 C10 C11 121.51(15) . . ? N15 C10 C9 117.17(13) . . ? C11 C10 C9 121.21(15) . . ? C10 C11 C12 118.93(16) . . ? C13 C12 C11 119.34(15) . . ? C14 C13 C12 118.72(16) . . ? N15 C14 C13 122.39(16) . . ? C10 N15 C14 119.10(14) . . ? C10 N15 Co1 116.14(10) . . ? C14 N15 Co1 124.38(11) . . ? N8 C16 C17 111.38(13) . . ? O18 C17 C16 105.33(12) . . ? C17 O18 C19 115.03(12) . . ? C17 O18 Co1 111.64(9) . . ? C19 O18 Co1 111.22(9) . . ? O18 C19 C20 105.11(13) . . ? O21 C20 C19 107.18(12) . . ? C20 O21 Co1 115.77(10) . . ? O33 N30 O32 121.39(14) . . ? O33 N30 O31 119.31(14) . . ? O32 N30 O31 119.31(14) . . ? N30 O31 Co1 115.54(10) . . ? O42 N40 O43 122.05(15) . . ? O42 N40 O41 119.02(14) . . ? O43 N40 O41 118.93(14) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 31.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.618 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.063 data_1Zn(ST4460) _database_code_depnum_ccdc_archive 'CCDC 218713' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[C16 H21 N4 O5 Zn]+, (N O3)-' _chemical_formula_sum 'C16 H21 N5 O8 Zn' _chemical_formula_weight 476.75 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 orthorhombic _symmetry_space_group_name_H-M Pna2(1) 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' _cell_length_a 15.5272(6) _cell_length_b 9.8286(3) _cell_length_c 13.1569(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2007.88(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent cube' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.278 _exptl_absorpt_correction_type 'not corrected' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '553 images at 1.0 deg. in \w, 30 sec./frame' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26063 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.15 _diffrn_reflns_theta_max 33.23 _reflns_number_total 7170 _reflns_number_gt 6818 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect Software' _computing_cell_refinement 'Nonius Collect Software' _computing_data_reduction 'Nonius Collect Software' _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 w=1/[\s^2^(Fo^2^)+(0.0331P)^2^+0.6907P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.032(7) _refine_ls_number_reflns 7170 _refine_ls_number_parameters 274 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0317 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0745 _refine_ls_wR_factor_gt 0.0732 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.029 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.745136(9) -0.136250(15) 0.28600(2) 0.01135(4) Uani 1 d . . . N1 N 0.66683(8) -0.29345(13) 0.33222(9) 0.0127(2) Uani 1 d . . . C2 C 0.59028(9) -0.27382(17) 0.37744(12) 0.0158(3) Uani 1 d . . . H2 H 0.5690 -0.1837 0.3848 0.019 Uiso 1 calc R . . C3 C 0.54145(10) -0.38134(18) 0.41368(13) 0.0188(3) Uani 1 d . . . H3 H 0.4875 -0.3655 0.4457 0.023 Uiso 1 calc R . . C4 C 0.57270(10) -0.51211(17) 0.40242(12) 0.0186(3) Uani 1 d . . . H4 H 0.5408 -0.5876 0.4272 0.022 Uiso 1 calc R . . C5 C 0.65116(10) -0.53179(16) 0.35455(11) 0.0156(3) Uani 1 d . . . H5 H 0.6730 -0.6211 0.3447 0.019 Uiso 1 calc R . . C6 C 0.69762(9) -0.41953(15) 0.32108(11) 0.0131(2) Uani 1 d . . . C7 C 0.78663(9) -0.43447(15) 0.27519(12) 0.0140(2) Uani 1 d . . . H7A H 0.8299 -0.4419 0.3302 0.017 Uiso 1 calc R . . H7B H 0.7891 -0.5187 0.2341 0.017 Uiso 1 calc R . . N8 N 0.80686(8) -0.31672(13) 0.21069(9) 0.0123(2) Uani 1 d . . . C9 C 0.89958(9) -0.28752(16) 0.20356(12) 0.0163(3) Uani 1 d . . . H9A H 0.9231 -0.3322 0.1421 0.020 Uiso 1 calc R . . H9B H 0.9291 -0.3267 0.2635 0.020 Uiso 1 calc R . . C10 C 0.91839(9) -0.13681(15) 0.19848(11) 0.0142(3) Uani 1 d . . . C11 C 0.99486(10) -0.08836(19) 0.15688(12) 0.0185(3) Uani 1 d . . . H11 H 1.0349 -0.1492 0.1266 0.022 Uiso 1 calc R . . C12 C 1.01162(11) 0.0497(2) 0.16042(13) 0.0223(3) Uani 1 d . . . H12 H 1.0636 0.0847 0.1329 0.027 Uiso 1 calc R . . C13 C 0.95213(12) 0.13636(18) 0.20429(15) 0.0228(3) Uani 1 d . . . H13 H 0.9628 0.2314 0.2077 0.027 Uiso 1 calc R . . C14 C 0.87701(10) 0.08203(17) 0.24308(14) 0.0195(3) Uani 1 d . . . H14 H 0.8358 0.1414 0.2728 0.023 Uiso 1 calc R . . N15 N 0.86026(8) -0.05239(14) 0.24012(10) 0.0153(2) Uani 1 d . . . C16 C 0.76692(10) -0.33508(17) 0.10915(12) 0.0152(3) Uani 1 d . . . H16A H 0.7126 -0.3870 0.1166 0.018 Uiso 1 calc R . . H16B H 0.8062 -0.3887 0.0655 0.018 Uiso 1 calc R . . C17 C 0.74815(9) -0.20154(18) 0.05872(12) 0.0167(3) Uani 1 d . . . H17A H 0.8021 -0.1502 0.0468 0.020 Uiso 1 calc R . . H17B H 0.7190 -0.2160 -0.0073 0.020 Uiso 1 calc R . . O18 O 0.69328(8) -0.12937(12) 0.12700(9) 0.0163(2) Uani 1 d . . . C19 C 0.67402(11) 0.00690(17) 0.09680(13) 0.0188(3) Uani 1 d . . . H19A H 0.6404 0.0078 0.0329 0.023 Uiso 1 calc R . . H19B H 0.7276 0.0599 0.0866 0.023 Uiso 1 calc R . . C20 C 0.62207(10) 0.06440(18) 0.18305(13) 0.0192(3) Uani 1 d . . . H20A H 0.6126 0.1631 0.1729 0.023 Uiso 1 calc R . . H20B H 0.5653 0.0188 0.1869 0.023 Uiso 1 calc R . . O21 O 0.67000(7) 0.04106(12) 0.27462(10) 0.0174(2) Uani 1 d . . . H21 H 0.6434(15) 0.071(3) 0.324(2) 0.021 Uiso 1 d . . . N30 N 0.79443(9) -0.15407(13) 0.49191(10) 0.0154(2) Uani 1 d . . . O31 O 0.75021(7) -0.06971(13) 0.43959(9) 0.0187(2) Uani 1 d . . . O32 O 0.84074(8) -0.23757(13) 0.44626(10) 0.0205(2) Uani 1 d . . . O33 O 0.79071(10) -0.15039(14) 0.58565(10) 0.0266(3) Uani 1 d . . . N40 N 0.50173(9) 0.13134(14) 0.41674(12) 0.0179(2) Uani 1 d . . . O41 O 0.58150(8) 0.15957(13) 0.42167(11) 0.0233(2) Uani 1 d . . . O42 O 0.47804(9) 0.03346(16) 0.36461(14) 0.0370(4) Uani 1 d . . . O43 O 0.44967(9) 0.20373(16) 0.46258(13) 0.0343(3) Uani 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 Zn1 0.01110(6) 0.01087(7) 0.01210(7) 0.00032(8) 0.00043(7) 0.00029(5) N1 0.0136(5) 0.0125(5) 0.0119(5) 0.0008(4) -0.0006(4) 0.0002(4) C2 0.0140(6) 0.0184(7) 0.0150(6) 0.0013(5) 0.0008(5) 0.0011(5) C3 0.0154(6) 0.0255(8) 0.0154(6) 0.0040(6) 0.0010(5) -0.0018(5) C4 0.0196(6) 0.0212(7) 0.0150(6) 0.0035(5) -0.0016(5) -0.0049(5) C5 0.0195(6) 0.0138(6) 0.0136(6) 0.0034(5) -0.0022(5) -0.0018(5) C6 0.0141(6) 0.0135(6) 0.0116(5) 0.0005(5) -0.0017(4) -0.0004(5) C7 0.0150(5) 0.0124(6) 0.0146(6) -0.0002(5) -0.0009(5) 0.0017(4) N8 0.0123(5) 0.0128(5) 0.0117(5) -0.0003(4) -0.0007(4) -0.0005(4) C9 0.0115(6) 0.0176(7) 0.0197(6) -0.0020(6) 0.0025(5) 0.0004(5) C10 0.0126(6) 0.0183(7) 0.0116(6) 0.0008(5) -0.0008(4) -0.0018(5) C11 0.0141(6) 0.0274(8) 0.0140(6) 0.0005(6) 0.0001(5) -0.0048(6) C12 0.0184(7) 0.0311(9) 0.0175(7) 0.0038(6) -0.0013(5) -0.0096(6) C13 0.0225(8) 0.0208(8) 0.0252(8) 0.0049(6) -0.0038(6) -0.0098(6) C14 0.0198(7) 0.0153(7) 0.0235(7) 0.0006(6) -0.0008(6) -0.0030(5) N15 0.0142(5) 0.0153(6) 0.0163(5) -0.0006(5) -0.0008(4) -0.0026(4) C16 0.0163(6) 0.0166(7) 0.0126(6) -0.0021(5) -0.0003(5) -0.0003(5) C17 0.0177(7) 0.0205(7) 0.0118(6) 0.0011(5) -0.0003(4) -0.0004(5) O18 0.0185(5) 0.0163(5) 0.0141(5) 0.0028(4) -0.0004(4) 0.0018(4) C19 0.0202(7) 0.0174(7) 0.0187(6) 0.0067(6) -0.0032(5) 0.0011(5) C20 0.0178(6) 0.0174(7) 0.0225(7) 0.0054(6) -0.0008(5) 0.0040(5) O21 0.0174(4) 0.0174(5) 0.0175(5) 0.0014(4) 0.0004(4) 0.0044(4) N30 0.0173(6) 0.0130(5) 0.0157(6) -0.0013(4) -0.0028(4) 0.0000(4) O31 0.0246(6) 0.0162(6) 0.0154(5) -0.0012(4) -0.0048(4) 0.0058(4) O32 0.0192(5) 0.0173(5) 0.0252(6) -0.0018(4) 0.0028(4) 0.0040(4) O33 0.0415(8) 0.0246(7) 0.0137(5) -0.0021(5) -0.0066(5) 0.0071(6) N40 0.0182(6) 0.0172(6) 0.0184(6) -0.0008(5) 0.0017(5) -0.0015(4) O41 0.0155(5) 0.0258(6) 0.0286(6) -0.0077(5) -0.0023(5) -0.0015(4) O42 0.0234(6) 0.0361(8) 0.0515(9) -0.0260(7) 0.0057(6) -0.0102(6) O43 0.0264(6) 0.0287(7) 0.0479(9) -0.0145(7) 0.0178(6) -0.0025(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 Zn1 N1 2.0580(13) . ? Zn1 N15 2.0590(13) . ? Zn1 O21 2.1025(11) . ? Zn1 O31 2.1254(13) . ? Zn1 O18 2.2426(12) . ? Zn1 N8 2.2465(13) . ? N1 C6 1.3363(19) . ? N1 C2 1.3430(19) . ? C2 C3 1.385(2) . ? C3 C4 1.382(2) . ? C4 C5 1.385(2) . ? C5 C6 1.390(2) . ? C6 C7 1.515(2) . ? C7 N8 1.4691(19) . ? N8 C9 1.4709(19) . ? N8 C16 1.4839(19) . ? C9 C10 1.511(2) . ? C10 N15 1.343(2) . ? C10 C11 1.391(2) . ? C11 C12 1.382(3) . ? C12 C13 1.383(3) . ? C13 C14 1.381(2) . ? C14 N15 1.347(2) . ? C16 C17 1.499(2) . ? C17 O18 1.427(2) . ? O18 C19 1.4286(19) . ? C19 C20 1.503(2) . ? C20 O21 1.434(2) . ? N30 O33 1.2353(19) . ? N30 O32 1.2455(17) . ? N30 O31 1.2778(18) . ? N40 O43 1.2343(19) . ? N40 O42 1.237(2) . ? N40 O41 1.2709(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N15 154.17(5) . . ? N1 Zn1 O21 108.39(5) . . ? N15 Zn1 O21 97.42(5) . . ? N1 Zn1 O31 88.39(5) . . ? N15 Zn1 O31 97.09(5) . . ? O21 Zn1 O31 80.40(5) . . ? N1 Zn1 O18 94.94(5) . . ? N15 Zn1 O18 91.50(5) . . ? O21 Zn1 O18 73.10(5) . . ? O31 Zn1 O18 152.99(4) . . ? N1 Zn1 N8 77.86(5) . . ? N15 Zn1 N8 79.42(5) . . ? O21 Zn1 N8 149.29(5) . . ? O31 Zn1 N8 130.28(5) . . ? O18 Zn1 N8 76.44(4) . . ? C6 N1 C2 119.89(13) . . ? C6 N1 Zn1 116.90(10) . . ? C2 N1 Zn1 123.09(11) . . ? N1 C2 C3 121.82(15) . . ? C4 C3 C2 118.71(15) . . ? C3 C4 C5 119.18(15) . . ? C4 C5 C6 119.32(15) . . ? N1 C6 C5 121.05(13) . . ? N1 C6 C7 117.38(13) . . ? C5 C6 C7 121.51(13) . . ? N8 C7 C6 110.42(11) . . ? C7 N8 C9 113.57(11) . . ? C7 N8 C16 109.56(12) . . ? C9 N8 C16 112.05(12) . . ? C7 N8 Zn1 106.02(9) . . ? C9 N8 Zn1 106.95(9) . . ? C16 N8 Zn1 108.35(9) . . ? N8 C9 C10 112.53(12) . . ? N15 C10 C11 121.51(15) . . ? N15 C10 C9 117.24(13) . . ? C11 C10 C9 121.18(14) . . ? C12 C11 C10 118.90(16) . . ? C11 C12 C13 119.54(15) . . ? C14 C13 C12 118.71(16) . . ? N15 C14 C13 122.12(16) . . ? C10 N15 C14 119.22(13) . . ? C10 N15 Zn1 117.12(10) . . ? C14 N15 Zn1 123.48(11) . . ? N8 C16 C17 111.91(13) . . ? O18 C17 C16 105.82(13) . . ? C17 O18 C19 114.57(13) . . ? C17 O18 Zn1 110.97(9) . . ? C19 O18 Zn1 111.27(9) . . ? O18 C19 C20 104.77(13) . . ? O21 C20 C19 107.19(12) . . ? C20 O21 Zn1 118.70(10) . . ? O33 N30 O32 121.86(14) . . ? O33 N30 O31 119.58(14) . . ? O32 N30 O31 118.56(14) . . ? N30 O31 Zn1 109.41(10) . . ? O43 N40 O42 121.63(15) . . ? O43 N40 O41 119.17(15) . . ? O42 N40 O41 119.19(14) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 33.23 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.510 _refine_diff_density_min -0.633 _refine_diff_density_rms 0.064 #===END