Electronic Supplementary Material for CrystEngComm This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 loop_ _publ_author_name C.Ruiz-Perez F.S.Delgado M.Julve F.Lloret J.Sanchiz _publ_contact_author_name 'Professor Catalina Ruiz-Perez' _publ_contact_author_address ; Laboratorio de Rayos X y Materiales Moleculares, Dpto de Fisica Fundamental II Universidad de La Laguna Avda Astrofisico Francisco Sanchez La Laguna Tenerife E-38204 SPAIN ; _publ_contact_author_email CARUIZ@ULL.ES _publ_section_title ; Supramolecular malonate-based materials: Synthesis, crystal structures and magnetic properties of [M2(mal)2(L)(H2O)2]n M==Zn(II), Co(II); H2mal== malonic acid, L== pyrimidine, pyrazine. ; data_COMPOUND4 _database_code_CSD 204331 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H6 Co N O5' _chemical_formula_weight 219.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.9610(10) _cell_length_b 14.442(3) _cell_length_c 7.4340(10) _cell_angle_alpha 90.00 _cell_angle_beta 92.02(3) _cell_angle_gamma 90.00 _cell_volume 746.9(2) _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 quasi-sphere _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.948 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 2.278 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius MACH3' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2331 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0586 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 29.95 _reflns_number_total 2174 _reflns_number_gt 1543 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.0512P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2174 _refine_ls_number_parameters 133 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0774 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0934 _refine_ls_wR_factor_gt 0.0826 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.17513(5) 0.30770(2) 0.42589(5) 0.01743(11) Uani 1 1 d . . . C1 C 0.4281(4) 0.16098(19) 0.5943(4) 0.0198(5) Uani 1 1 d . . . C2 C 0.3998(5) 0.1104(2) 0.4165(4) 0.0267(6) Uani 1 1 d . . . C3 C 0.4264(4) 0.16927(18) 0.2503(4) 0.0191(5) Uani 1 1 d . . . O1 O 0.3422(3) 0.23720(15) 0.6150(3) 0.0275(5) Uani 1 1 d . . . O2 O 0.3481(3) 0.24783(14) 0.2374(3) 0.0253(4) Uani 1 1 d . . . O3 O 0.5342(3) 0.12356(14) 0.7131(3) 0.0257(4) Uani 1 1 d . . . O4 O 0.5250(3) 0.13391(14) 0.1314(3) 0.0257(4) Uani 1 1 d . . . C10 C 0.5567(5) 0.4225(2) 0.4237(5) 0.0341(7) Uani 1 1 d . . . C11 C 0.3172(4) 0.5055(2) 0.5410(5) 0.0311(7) Uani 1 1 d . . . N1 N 0.3719(3) 0.42683(16) 0.4647(3) 0.0223(5) Uani 1 1 d . . . O1W O -0.0170(3) 0.18931(17) 0.4189(3) 0.0278(4) Uani 1 1 d . . . H1 H 0.468(5) 0.058(3) 0.417(5) 0.040(11) Uiso 1 1 d . . . H11 H 0.190(6) 0.510(3) 0.575(5) 0.045(11) Uiso 1 1 d . . . H10 H 0.590(6) 0.369(3) 0.376(5) 0.040(10) Uiso 1 1 d . . . H2 H 0.267(6) 0.082(2) 0.417(5) 0.036(10) Uiso 1 1 d . . . H2W1 H -0.069(6) 0.201(3) 0.494(7) 0.050(14) Uiso 1 1 d . . . H1W1 H -0.075(7) 0.204(3) 0.319(8) 0.071(16) 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 0.01878(17) 0.02045(18) 0.01316(16) -0.00046(15) 0.00185(11) -0.00029(15) C1 0.0213(13) 0.0227(12) 0.0157(11) 0.0023(10) 0.0018(10) -0.0024(10) C2 0.0457(18) 0.0199(13) 0.0146(12) 0.0002(10) 0.0032(12) 0.0031(13) C3 0.0197(12) 0.0229(13) 0.0148(11) -0.0004(9) 0.0008(9) -0.0001(10) O1 0.0365(11) 0.0290(11) 0.0166(9) -0.0050(8) -0.0064(9) 0.0107(9) O2 0.0345(11) 0.0245(10) 0.0174(9) 0.0032(8) 0.0089(8) 0.0076(9) O3 0.0321(11) 0.0234(10) 0.0212(9) 0.0013(8) -0.0060(8) 0.0019(8) O4 0.0316(11) 0.0237(10) 0.0228(10) 0.0003(8) 0.0129(8) 0.0022(8) C10 0.0278(15) 0.0239(15) 0.051(2) -0.0098(14) 0.0130(14) -0.0027(12) C11 0.0194(13) 0.0267(14) 0.048(2) -0.0068(14) 0.0088(13) -0.0026(12) N1 0.0191(11) 0.0238(12) 0.0242(11) 0.0005(9) 0.0007(9) -0.0012(9) O1W 0.0307(11) 0.0318(11) 0.0209(10) 0.0002(10) 0.0017(9) -0.0027(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.061(2) . ? Co1 O4 2.062(2) 4_566 ? Co1 O2 2.068(2) . ? Co1 O3 2.083(2) 4_565 ? Co1 O1W 2.170(2) . ? Co1 N1 2.212(2) . ? C1 O3 1.253(3) . ? C1 O1 1.265(3) . ? C1 C2 1.517(4) . ? C2 C3 1.517(4) . ? C3 O4 1.247(3) . ? C3 O2 1.261(3) . ? O3 Co1 2.083(2) 4_666 ? O4 Co1 2.062(2) 4_665 ? C10 N1 1.334(4) . ? C10 C11 1.380(4) 3_666 ? C11 N1 1.332(4) . ? C11 C10 1.380(4) 3_666 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O4 89.15(8) . 4_566 ? O1 Co1 O2 85.84(8) . . ? O4 Co1 O2 174.42(9) 4_566 . ? O1 Co1 O3 172.84(8) . 4_565 ? O4 Co1 O3 97.51(9) 4_566 4_565 ? O2 Co1 O3 87.39(8) . 4_565 ? O1 Co1 O1W 87.69(9) . . ? O4 Co1 O1W 90.70(9) 4_566 . ? O2 Co1 O1W 91.56(9) . . ? O3 Co1 O1W 94.82(9) 4_565 . ? O1 Co1 N1 87.90(9) . . ? O4 Co1 N1 85.00(9) 4_566 . ? O2 Co1 N1 92.34(9) . . ? O3 Co1 N1 90.06(9) 4_565 . ? O1W Co1 N1 173.89(9) . . ? O3 C1 O1 124.0(3) . . ? O3 C1 C2 117.5(3) . . ? O1 C1 C2 118.5(2) . . ? C3 C2 C1 115.1(2) . . ? O4 C3 O2 124.2(2) . . ? O4 C3 C2 115.7(2) . . ? O2 C3 C2 120.1(2) . . ? C1 O1 Co1 127.24(18) . . ? C3 O2 Co1 125.82(17) . . ? C1 O3 Co1 125.40(18) . 4_666 ? C3 O4 Co1 131.57(18) . 4_665 ? N1 C10 C11 122.3(3) . 3_666 ? N1 C11 C10 122.3(3) . 3_666 ? C11 N1 C10 115.4(3) . . ? C11 N1 Co1 122.28(19) . . ? C10 N1 Co1 122.1(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.95 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.587 _refine_diff_density_min -0.714 _refine_diff_density_rms 0.110 data_COMPOUND3 _database_code_CSD 204332 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H6 N O5 Zn' _chemical_formula_weight 225.48 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.9461(12) _cell_length_b 14.269(3) _cell_length_c 7.4320(10) _cell_angle_alpha 90.00 _cell_angle_beta 92.232(16) _cell_angle_gamma 90.00 _cell_volume 736.0(2) _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 'rhombic prism' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.035 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 3.317 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4877 _diffrn_reflns_av_R_equivalents 0.0882 _diffrn_reflns_av_sigmaI/netI 0.1924 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 6.43 _diffrn_reflns_theta_max 30.01 _reflns_number_total 2124 _reflns_number_gt 1080 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0276P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2124 _refine_ls_number_parameters 125 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1360 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.0969 _refine_ls_wR_factor_gt 0.0857 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.923 _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 0.16201(8) 0.30863(4) 0.41903(7) 0.01714(18) Uani 1 1 d . . . C1 C 0.4175(7) 0.1605(4) 0.5881(6) 0.0185(11) Uani 1 1 d . . . C2 C 0.3842(8) 0.1086(3) 0.4090(5) 0.0230(12) Uani 1 1 d . . . H1 H 0.4712 0.0555 0.4068 0.028 Uiso 1 1 calc R . . H2 H 0.2537 0.0843 0.4035 0.028 Uiso 1 1 calc R . . C3 C 0.4131(7) 0.1676(3) 0.2437(6) 0.0184(11) Uani 1 1 d . . . O1 O 0.3285(5) 0.2361(2) 0.6092(4) 0.0262(8) Uani 1 1 d . . . O2 O 0.3356(5) 0.2478(2) 0.2299(4) 0.0215(8) Uani 1 1 d . . . O3 O 0.5257(5) 0.1225(2) 0.7055(4) 0.0258(8) Uani 1 1 d . . . O4 O 0.5140(5) 0.1321(2) 0.1258(4) 0.0237(8) Uani 1 1 d . . . C10 C 0.5469(8) 0.4249(4) 0.4092(7) 0.0295(13) Uani 1 1 d . . . C11 C 0.3232(8) 0.5040(4) 0.5548(7) 0.0277(12) Uani 1 1 d . . . N1 N 0.3672(6) 0.4279(3) 0.4628(5) 0.0206(9) Uani 1 1 d . . . O1W O -0.0330(6) 0.1893(3) 0.4130(6) 0.0264(9) Uani 1 1 d . . . H11 H 0.179(8) 0.509(4) 0.589(6) 0.052(16) Uiso 1 1 d . . . H10 H 0.587(7) 0.375(4) 0.350(5) 0.024(14) Uiso 1 1 d . . . H1W H -0.087(7) 0.195(4) 0.493(7) 0.021(16) Uiso 1 1 d . . . H2W H -0.108(8) 0.203(4) 0.325(8) 0.034(17) 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 Zn1 0.0184(3) 0.0175(3) 0.0156(3) -0.0006(3) 0.00145(19) 0.0008(3) C1 0.021(3) 0.022(3) 0.013(2) 0.003(2) 0.003(2) -0.005(2) C2 0.037(3) 0.014(3) 0.018(2) 0.000(2) 0.001(2) 0.004(2) C3 0.016(3) 0.023(3) 0.016(2) -0.0013(19) -0.001(2) -0.004(2) O1 0.032(2) 0.025(2) 0.0209(17) -0.0032(15) -0.0036(16) 0.0167(19) O2 0.032(2) 0.0141(19) 0.0192(15) 0.0032(14) 0.0075(15) 0.0089(17) O3 0.037(2) 0.021(2) 0.0182(16) 0.0010(14) -0.0089(15) 0.0030(17) O4 0.024(2) 0.024(2) 0.0235(17) 0.0000(15) 0.0107(15) 0.0023(16) C10 0.026(3) 0.019(3) 0.044(3) -0.017(3) 0.014(3) -0.001(3) C11 0.020(3) 0.021(3) 0.043(3) -0.006(3) 0.009(3) -0.001(3) N1 0.019(2) 0.016(2) 0.027(2) -0.0004(18) 0.0013(18) -0.0056(19) O1W 0.031(2) 0.028(2) 0.0201(19) -0.0009(19) 0.0014(19) -0.001(2) _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 O4 2.063(3) 4_566 ? Zn1 O3 2.065(3) 4_565 ? Zn1 O1 2.069(3) . ? Zn1 O2 2.077(3) . ? Zn1 O1W 2.175(4) . ? Zn1 N1 2.235(4) . ? C1 O3 1.253(5) . ? C1 O1 1.256(6) . ? C1 C2 1.533(6) . ? C2 C3 1.509(6) . ? C3 O4 1.250(5) . ? C3 O2 1.267(5) . ? O3 Zn1 2.065(3) 4_666 ? O4 Zn1 2.063(3) 4_665 ? C10 N1 1.326(6) . ? C10 C11 1.377(7) 3_666 ? C11 N1 1.325(6) . ? C11 C10 1.377(7) 3_666 ? 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 O4 Zn1 O3 98.66(13) 4_566 4_565 ? O4 Zn1 O1 88.71(13) 4_566 . ? O3 Zn1 O1 172.18(13) 4_565 . ? O4 Zn1 O2 173.98(13) 4_566 . ? O3 Zn1 O2 86.54(13) 4_565 . ? O1 Zn1 O2 85.96(12) . . ? O4 Zn1 O1W 90.47(14) 4_566 . ? O3 Zn1 O1W 95.16(15) 4_565 . ? O1 Zn1 O1W 87.34(16) . . ? O2 Zn1 O1W 92.06(14) . . ? O4 Zn1 N1 85.01(13) 4_566 . ? O3 Zn1 N1 91.16(14) 4_565 . ? O1 Zn1 N1 86.86(14) . . ? O2 Zn1 N1 91.90(14) . . ? O1W Zn1 N1 172.73(15) . . ? O3 C1 O1 124.7(4) . . ? O3 C1 C2 117.5(4) . . ? O1 C1 C2 117.7(4) . . ? C3 C2 C1 114.6(4) . . ? O4 C3 O2 123.9(4) . . ? O4 C3 C2 116.2(4) . . ? O2 C3 C2 120.0(4) . . ? C1 O1 Zn1 127.5(3) . . ? C3 O2 Zn1 125.4(3) . . ? C1 O3 Zn1 125.0(3) . 4_666 ? C3 O4 Zn1 131.7(3) . 4_665 ? N1 C10 C11 122.4(5) . 3_666 ? N1 C11 C10 122.8(5) . 3_666 ? C11 N1 C10 114.8(4) . . ? C11 N1 Zn1 122.7(3) . . ? C10 N1 Zn1 122.3(3) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 30.01 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.988 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.147 data_COMPOUND2 _database_code_CSD 204333 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H6 Co N O5' _chemical_formula_weight 219.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'C 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 16.802(2) _cell_length_b 6.8884(4) _cell_length_c 7.4787(11) _cell_angle_alpha 90.00 _cell_angle_beta 115.119(10) _cell_angle_gamma 90.00 _cell_volume 783.71(16) _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 prism _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.856 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 2.171 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius MACH3' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1309 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 29.96 _reflns_number_total 1225 _reflns_number_gt 1153 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.1518P)^2^+2.0542P] 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 0.14(6) _refine_ls_number_reflns 1225 _refine_ls_number_parameters 112 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0793 _refine_ls_R_factor_gt 0.0747 _refine_ls_wR_factor_ref 0.1962 _refine_ls_wR_factor_gt 0.1915 _refine_ls_goodness_of_fit_ref 1.144 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.30508(5) 0.12847(16) 0.30216(10) 0.0176(3) Uani 1 1 d . . . C1 C 0.1712(5) -0.1284(12) 0.3490(11) 0.0219(13) Uani 1 1 d . . . C2 C 0.1181(5) -0.1126(14) 0.1255(11) 0.0252(14) Uani 1 1 d . . . H1 H 0.0730 -0.2120 0.0837 0.030 Uiso 1 1 calc R . . H2 H 0.0887 0.0123 0.0962 0.030 Uiso 1 1 calc R . . C3 C 0.1707(5) -0.1330(12) 0.0027(11) 0.0233(14) Uani 1 1 d . . . O1 O 0.2449(4) -0.0477(11) 0.4345(8) 0.0284(13) Uani 1 1 d . . . O2 O 0.2443(4) -0.0542(12) 0.0582(8) 0.0294(13) Uani 1 1 d . . . O3 O 0.1349(4) -0.2237(11) 0.4369(9) 0.0286(13) Uani 1 1 d . . . O4 O 0.1342(4) -0.2312(10) -0.1519(9) 0.0291(13) Uani 1 1 d . . . C10 C 0.5000 0.030(2) 0.5000 0.028(2) Uani 1 2 d S . . H10 H 0.5000 0.1652 0.5000 0.06(4) Uiso 2.00 2 calc SPR . . C11 C 0.4230(6) -0.2513(14) 0.422(2) 0.045(3) Uani 1 1 d . . . H11 H 0.3700 -0.3188 0.3688 0.07(5) Uiso 1 1 calc R . . C12 C 0.5000 -0.351(2) 0.5000 0.077(8) Uani 1 2 d S . . H12 H 0.5000 -0.4858 0.5000 0.092 Uiso 1 2 calc SR . . N1 N 0.4226(4) -0.0575(10) 0.4199(9) 0.0207(11) Uani 1 1 d . . . O1W O 0.1934(3) 0.3159(12) 0.1938(7) 0.0283(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0204(4) 0.0185(4) 0.0146(4) -0.0006(4) 0.0082(3) -0.0007(4) C1 0.022(3) 0.021(3) 0.021(3) 0.005(3) 0.008(2) 0.001(3) C2 0.021(3) 0.032(4) 0.022(3) 0.001(3) 0.009(2) -0.001(3) C3 0.024(3) 0.023(4) 0.023(3) -0.007(3) 0.010(2) -0.001(3) O1 0.029(2) 0.040(3) 0.015(2) 0.004(2) 0.0089(19) -0.011(2) O2 0.029(3) 0.043(4) 0.022(2) -0.012(3) 0.016(2) -0.012(2) O3 0.024(2) 0.035(3) 0.027(3) 0.013(3) 0.012(2) 0.000(2) O4 0.026(2) 0.035(3) 0.026(2) -0.018(3) 0.011(2) -0.004(2) C10 0.020(4) 0.033(7) 0.029(5) 0.000 0.010(4) 0.000 C11 0.030(4) 0.015(4) 0.079(8) -0.001(4) 0.014(5) -0.006(3) C12 0.033(6) 0.005(6) 0.16(2) 0.000 0.010(9) 0.000 N1 0.025(3) 0.015(3) 0.022(3) -0.002(2) 0.010(2) 0.000(2) O1W 0.033(3) 0.029(3) 0.024(3) 0.002(2) 0.013(3) 0.004(2) _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 O3 2.047(6) 4_556 ? Co1 O4 2.052(6) 4 ? Co1 O1 2.080(6) . ? Co1 O2 2.091(6) . ? Co1 O1W 2.134(6) . ? Co1 N1 2.200(6) . ? C1 O3 1.255(9) . ? C1 O1 1.257(9) . ? C1 C2 1.528(10) . ? C2 C3 1.526(10) . ? C3 O2 1.250(9) . ? C3 O4 1.252(9) . ? O3 Co1 2.047(6) 4_546 ? O4 Co1 2.052(6) 4_545 ? C10 N1 1.324(9) . ? C10 N1 1.324(9) 2_656 ? C11 N1 1.335(11) . ? C11 C12 1.358(12) . ? C12 C11 1.358(12) 2_656 ? 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 O3 Co1 O4 97.4(3) 4_556 4 ? O3 Co1 O1 88.8(3) 4_556 . ? O4 Co1 O1 172.2(3) 4 . ? O3 Co1 O2 172.5(3) 4_556 . ? O4 Co1 O2 88.7(3) 4 . ? O1 Co1 O2 84.7(2) . . ? O3 Co1 O1W 93.4(3) 4_556 . ? O4 Co1 O1W 93.9(2) 4 . ? O1 Co1 O1W 90.4(3) . . ? O2 Co1 O1W 90.5(3) . . ? O3 Co1 N1 85.0(2) 4_556 . ? O4 Co1 N1 85.6(2) 4 . ? O1 Co1 N1 90.3(3) . . ? O2 Co1 N1 91.2(3) . . ? O1W Co1 N1 178.2(3) . . ? O3 C1 O1 123.9(7) . . ? O3 C1 C2 115.0(6) . . ? O1 C1 C2 121.1(6) . . ? C3 C2 C1 115.7(6) . . ? O2 C3 O4 124.6(7) . . ? O2 C3 C2 120.3(6) . . ? O4 C3 C2 115.1(6) . . ? C1 O1 Co1 126.1(5) . . ? C3 O2 Co1 126.8(5) . . ? C1 O3 Co1 127.4(5) . 4_546 ? C3 O4 Co1 126.8(5) . 4_545 ? N1 C10 N1 125.7(13) . 2_656 ? N1 C11 C12 120.5(9) . . ? C11 C12 C11 119.4(12) 2_656 . ? C10 N1 C11 116.9(9) . . ? C10 N1 Co1 117.2(7) . . ? C11 N1 Co1 125.8(6) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.96 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 4.032 #'at 0.82 Ang. to Co1' _refine_diff_density_min -1.469 _refine_diff_density_rms 0.256 data_COMPOUND1 _database_code_CSD 204334 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H6 N O5 Zn' _chemical_formula_weight 225.48 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 'C 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 16.546(2) _cell_length_b 6.9290(5) _cell_length_c 7.4783(8) _cell_angle_alpha 90.00 _cell_angle_beta 113.472(5) _cell_angle_gamma 90.00 _cell_volume 786.44(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 prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.904 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 3.104 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius MACH3' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1274 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 29.97 _reflns_number_total 1236 _reflns_number_gt 1076 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.0723P)^2^+2.2569P] 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 0.03(4) _refine_ls_number_reflns 1236 _refine_ls_number_parameters 110 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1218 _refine_ls_wR_factor_gt 0.1137 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _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 0.30508(4) 0.12771(12) 0.29534(8) 0.02040(19) Uani 1 1 d . . . C1 C 0.1702(4) -0.1214(10) 0.3604(9) 0.0211(11) Uani 1 1 d . . . C2 C 0.1175(4) -0.1087(12) 0.1415(9) 0.0268(13) Uani 1 1 d . . . H1 H 0.0887 0.0162 0.1124 0.032 Uiso 1 1 calc R . . H2 H 0.0716 -0.2061 0.1048 0.032 Uiso 1 1 calc R . . C3 C 0.1693(4) -0.1345(11) 0.0135(9) 0.0239(12) Uani 1 1 d . . . O1 O 0.2437(3) -0.0368(9) 0.4380(6) 0.0289(11) Uani 1 1 d . . . O2 O 0.2424(3) -0.0513(9) 0.0600(7) 0.0311(12) Uani 1 1 d . . . O3 O 0.1351(3) -0.2116(9) 0.4526(7) 0.0290(11) Uani 1 1 d . . . O4 O 0.1335(3) -0.2355(9) -0.1342(7) 0.0320(12) Uani 1 1 d . . . C10 C 0.5000 0.0315(16) 0.5000 0.0255(18) Uani 1 2 d S . . H10 H 0.5000 0.1657 0.5000 0.031 Uiso 1 2 calc SR . . C11 C 0.4226(5) -0.2467(13) 0.4155(16) 0.046(2) Uani 1 1 d . . . H11 H 0.3696 -0.3130 0.3577 0.056 Uiso 1 1 calc R . . C12 C 0.5000 -0.3467(15) 0.5000 0.063(5) Uani 1 2 d S . . H12 H 0.5000 -0.4809 0.5000 0.075 Uiso 1 2 calc SR . . N1 N 0.4231(3) -0.0571(9) 0.4161(8) 0.0231(11) Uani 1 1 d . . . O1W O 0.1934(3) 0.3237(9) 0.1958(7) 0.0307(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0178(3) 0.0251(3) 0.0179(3) -0.0009(4) 0.00671(19) -0.0016(4) C1 0.019(2) 0.021(3) 0.022(3) -0.001(2) 0.008(2) 0.001(2) C2 0.018(3) 0.040(4) 0.020(3) 0.002(3) 0.005(2) 0.001(3) C3 0.021(3) 0.025(3) 0.025(3) 0.001(3) 0.009(2) 0.001(2) O1 0.022(2) 0.044(3) 0.0189(19) 0.004(2) 0.0061(17) -0.010(2) O2 0.026(2) 0.046(3) 0.026(2) -0.015(2) 0.0147(18) -0.012(2) O3 0.022(2) 0.037(3) 0.030(2) 0.011(2) 0.0123(18) 0.001(2) O4 0.023(2) 0.040(3) 0.030(2) -0.012(2) 0.0076(18) -0.002(2) C10 0.016(4) 0.027(5) 0.033(5) 0.000 0.008(3) 0.000 C11 0.021(3) 0.028(4) 0.081(7) -0.009(4) 0.011(4) -0.003(3) C12 0.032(5) 0.007(7) 0.131(14) 0.000 0.013(7) 0.000 N1 0.019(2) 0.026(3) 0.025(3) 0.001(2) 0.009(2) 0.000(2) O1W 0.031(2) 0.035(3) 0.027(2) 0.001(2) 0.011(2) 0.002(2) _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 O2 2.063(5) . ? Zn1 O3 2.070(5) 4_556 ? Zn1 O1 2.081(5) . ? Zn1 O4 2.088(5) 4 ? Zn1 O1W 2.172(5) . ? Zn1 N1 2.205(6) . ? C1 O3 1.233(8) . ? C1 O1 1.265(8) . ? C1 C2 1.521(8) . ? C2 C3 1.529(9) . ? C3 O4 1.241(8) . ? C3 O2 1.258(8) . ? O3 Zn1 2.070(5) 4_546 ? O4 Zn1 2.088(5) 4_545 ? C10 N1 1.324(8) 2_656 ? C10 N1 1.324(8) . ? C11 N1 1.314(11) . ? C11 C12 1.370(10) . ? C12 C11 1.370(10) 2_656 ? 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 O2 Zn1 O3 174.6(2) . 4_556 ? O2 Zn1 O1 85.8(2) . . ? O3 Zn1 O1 89.0(2) 4_556 . ? O2 Zn1 O4 88.6(2) . 4 ? O3 Zn1 O4 96.6(2) 4_556 4 ? O1 Zn1 O4 173.5(3) . 4 ? O2 Zn1 O1W 90.8(2) . . ? O3 Zn1 O1W 90.5(2) 4_556 . ? O1 Zn1 O1W 89.8(2) . . ? O4 Zn1 O1W 93.5(2) 4 . ? O2 Zn1 N1 93.6(2) . . ? O3 Zn1 N1 85.1(2) 4_556 . ? O1 Zn1 N1 90.3(2) . . ? O4 Zn1 N1 86.9(2) 4 . ? O1W Zn1 N1 175.6(2) . . ? O3 C1 O1 124.0(6) . . ? O3 C1 C2 115.9(6) . . ? O1 C1 C2 120.1(6) . . ? C1 C2 C3 116.3(5) . . ? O4 C3 O2 124.8(6) . . ? O4 C3 C2 115.8(6) . . ? O2 C3 C2 119.4(6) . . ? C1 O1 Zn1 126.6(4) . . ? C3 O2 Zn1 127.8(4) . . ? C1 O3 Zn1 128.4(4) . 4_546 ? C3 O4 Zn1 126.9(4) . 4_545 ? N1 C10 N1 124.8(10) 2_656 . ? N1 C11 C12 120.0(8) . . ? C11 C12 C11 119.2(10) 2_656 . ? C11 N1 C10 118.0(7) . . ? C11 N1 Zn1 125.1(5) . . ? C10 N1 Zn1 116.9(6) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.97 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.406 _refine_diff_density_min -0.731 _refine_diff_density_rms 0.147