Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 loop_ _publ_author_name _publ_author_address 'Oscar Castillo' ; Departamento de Quimica Inorganica. Facultad de Ciencia y Tecnologia Universidad del Pais Vasco, Apdo. 644, E-48080 Bilbao, Spain ; 'Garikoitz Beobide' ; Departamento de Quimica Inorganica. Facultad de Ciencia y Tecnologia Universidad del Pais Vasco, Apdo. 644, E-48080 Bilbao, Spain ; 'Urko Garcia-Couceiro' ; Departamento de Quimica Inorganica. Facultad de Ciencia y Tecnologia Universidad del Pais Vasco, Apdo. 644, E-48080 Bilbao, Spain ; 'Juan P. Garcia-Teran' ; Departamento de Quimica Inorganica. Facultad de Ciencia y Tecnologia Universidad del Pais Vasco, Apdo. 644, E-48080 Bilbao, Spain ; ; A.Luque ; ; Departamento de Quimica Inorganica. Facultad de Ciencia y Tecnologia Universidad del Pais Vasco, Apdo. 644, E-48080 Bilbao, Spain ; 'P. Roman' ; Departamento de Quimica Inorganica. Facultad de Ciencia y Tecnologia Universidad del Pais Vasco, Apdo. 644, E-48080 Bilbao, Spain ; _publ_contact_author_name 'Oscar Castillo' _publ_contact_author_address ; Quimica inorganica Universidad del Pais Vasco Facultad de Ciencia y Tecnologia, A Bilbao E-48080 SPAIN ; _publ_contact_author_email QIPCACAO@LG.EHU.ES _publ_section_title ; Rational design of 1D metal-organic frameworks based on the novel pyrimidine-4,6-dicarboxylate ligand. New insights into the pyrimidine through magnetic interaction ; _publ_contact_author ; Oscar Castillo. Departamento de Quimica Inorganica. Facultad de Ciencias Universidad del Pais Vasco, Apdo. 644, E-48080 Bilbao, Spain ; _publ_contact_author_fax '+34-944 648 500' _publ_contact_author_phone '+34-946 015 991' data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 629041' _audit_creation_method SHELXL _chemical_name_systematic ; pyrimidine-4,6-dicarboxylic acid dihydrate ; _chemical_formula_moiety 'C6 H4 N2 O4, 2 (H2 O)' _chemical_formula_structural 'C6 H4 N2 O4, 2 (H2 O)' _chemical_formula_sum 'C6 H8 N2 O6' _chemical_formula_weight 204.14 _chemical_compound_source 'synthesis as described' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.0866(5) _cell_length_b 7.3670(10) _cell_length_c 10.6488(8) _cell_angle_alpha 99.559(9) _cell_angle_beta 94.174(7) _cell_angle_gamma 111.730(13) _cell_volume 432.68(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3792 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 28.14 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_meas 1.56(1) _exptl_crystal_density_method flotation _exptl_crystal_F_000 212 _exptl_absorpt_coefficient_mu 0.142 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.962 _exptl_absorpt_correction_T_max 0.987 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3793 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 28.14 _reflns_number_total 2087 _reflns_number_gt 1438 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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^)+(0.1045P)^2^] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.18(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2087 _refine_ls_number_parameters 128 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0762 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.1510 _refine_ls_wR_factor_gt 0.1433 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 N1 N 0.4259(2) 0.76257(18) 0.31886(14) 0.0470(4) Uani 1 1 d . . . C2 C 0.2206(3) 0.6171(2) 0.26061(18) 0.0536(5) Uani 1 1 d . . . H2 H 0.2011 0.4876 0.2662 0.064 Uiso 1 1 calc R . . N3 N 0.0401(2) 0.63863(18) 0.19502(14) 0.0483(4) Uani 1 1 d . . . C4 C 0.0691(3) 0.8249(2) 0.18969(14) 0.0407(4) Uani 1 1 d . . . C5 C 0.2738(3) 0.9873(2) 0.24729(14) 0.0408(4) Uani 1 1 d . . . H5 H 0.2914 1.1171 0.2436 0.049 Uiso 1 1 calc R . . C6 C 0.4515(2) 0.9474(2) 0.31070(14) 0.0393(4) Uani 1 1 d . . . C7 C -0.1322(3) 0.8574(2) 0.11858(15) 0.0438(4) Uani 1 1 d . . . O71 O -0.2960(2) 0.69375(17) 0.05205(14) 0.0656(4) Uani 1 1 d . . . H71 H -0.4093 0.7302 0.0283 0.098 Uiso 1 1 d . . . O72 O -0.1314(2) 1.02214(16) 0.12642(11) 0.0557(4) Uani 1 1 d . . . C8 C 0.6814(3) 1.1175(2) 0.37380(14) 0.0420(4) Uani 1 1 d . . . O81 O 0.83067(19) 1.06066(15) 0.43285(12) 0.0546(4) Uani 1 1 d . . . H81 H 0.9640 1.1616 0.4669 0.082 Uiso 1 1 d . . . O82 O 0.7159(2) 1.28597(16) 0.36650(14) 0.0628(4) Uani 1 1 d . . . O2W O 0.6581(2) 0.27664(17) 0.05482(13) 0.0656(4) Uani 1 1 d . . . H21W H 0.7857 0.4072 0.0967 0.098 Uiso 1 1 d . . . H22W H 0.6952 0.1829 0.0685 0.098 Uiso 1 1 d . . . O1W O 0.2335(2) 0.33314(15) 0.51847(13) 0.0626(4) Uani 1 1 d . . . H11W H 0.3212 0.2989 0.5701 0.094 Uiso 1 1 d . . . H12W H 0.2431 0.4496 0.5548 0.094 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 N1 0.0409(7) 0.0360(7) 0.0624(8) 0.0117(6) -0.0052(6) 0.0148(5) C2 0.0434(8) 0.0332(8) 0.0823(12) 0.0193(8) -0.0055(8) 0.0123(6) N3 0.0387(7) 0.0388(7) 0.0663(9) 0.0160(6) -0.0028(6) 0.0135(5) C4 0.0392(8) 0.0391(8) 0.0477(8) 0.0124(6) 0.0061(6) 0.0183(6) C5 0.0441(8) 0.0316(7) 0.0505(8) 0.0089(6) 0.0039(6) 0.0192(6) C6 0.0396(8) 0.0343(7) 0.0460(8) 0.0084(6) 0.0060(6) 0.0166(6) C7 0.0411(8) 0.0442(8) 0.0511(9) 0.0152(7) 0.0060(6) 0.0203(6) O71 0.0501(7) 0.0470(7) 0.0948(10) 0.0116(6) -0.0200(6) 0.0201(5) O72 0.0593(7) 0.0463(7) 0.0686(8) 0.0119(5) -0.0035(6) 0.0308(6) C8 0.0457(8) 0.0325(7) 0.0461(8) 0.0045(6) 0.0021(6) 0.0158(6) O81 0.0465(6) 0.0383(6) 0.0696(8) 0.0107(5) -0.0141(5) 0.0104(5) O82 0.0637(8) 0.0322(6) 0.0858(9) 0.0044(5) -0.0094(6) 0.0183(5) O2W 0.0553(7) 0.0469(7) 0.0895(10) 0.0156(6) -0.0236(6) 0.0199(5) O1W 0.0521(7) 0.0354(6) 0.0886(9) 0.0003(5) -0.0193(6) 0.0146(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 N1 C6 1.3301(18) . ? N1 C2 1.330(2) . ? C2 N3 1.332(2) . ? C2 H2 0.9300 . ? N3 C4 1.3291(18) . ? C4 C5 1.379(2) . ? C4 C7 1.508(2) . ? C5 C6 1.3810(19) . ? C5 H5 0.9300 . ? C6 C8 1.505(2) . ? C7 O72 1.2010(17) . ? C7 O71 1.2932(19) . ? O71 H71 0.8639 . ? C8 O82 1.1968(17) . ? C8 O81 1.2970(18) . ? O81 H81 0.8739 . ? O2W H21W 0.9906 . ? O2W H22W 0.8329 . ? O1W H11W 0.8684 . ? O1W H12W 0.8596 . ? 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 C6 N1 C2 116.30(13) . . ? N1 C2 N3 126.45(13) . . ? N1 C2 H2 116.8 . . ? N3 C2 H2 116.8 . . ? C4 N3 C2 116.02(13) . . ? N3 C4 C5 122.47(13) . . ? N3 C4 C7 118.02(13) . . ? C5 C4 C7 119.51(12) . . ? C4 C5 C6 116.63(13) . . ? C4 C5 H5 121.7 . . ? C6 C5 H5 121.7 . . ? N1 C6 C5 122.11(13) . . ? N1 C6 C8 118.51(13) . . ? C5 C6 C8 119.38(12) . . ? O72 C7 O71 125.92(14) . . ? O72 C7 C4 120.83(14) . . ? O71 C7 C4 113.25(12) . . ? C7 O71 H71 103.5 . . ? O82 C8 O81 125.54(14) . . ? O82 C8 C6 121.16(14) . . ? O81 C8 C6 113.29(12) . . ? C8 O81 H81 111.5 . . ? H21W O2W H22W 110.8 . . ? H11W O1W H12W 106.8 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O81 H81 O1W 0.87 1.64 2.5091(15) 171.7 1_665 O71 H71 O2W 0.86 1.68 2.5047(16) 159.6 2_565 O1W H11W N1 0.87 2.10 2.9598(16) 171.7 2_666 O1W H12W O82 0.86 1.90 2.7627(16) 176.5 2_676 O2W H21W N3 0.99 1.90 2.8858(18) 171.9 1_655 O2W H22W O72 0.83 1.99 2.8019(15) 163.8 1_645 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.14 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.404 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.174 data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 629042' _audit_creation_method SHELXL _chemical_name_systematic ; potassium pyrimidine-4,6-dicarboxylate acid ; _chemical_formula_moiety 'C6 H3 K1 N2 O4' _chemical_formula_structural 'C6 H3 K1 N2 O4' _chemical_formula_sum 'C6 H3 K1 N2 O4' _chemical_formula_weight 206.21 _chemical_compound_source 'synthesis as described' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C c' _symmetry_space_group_name_Hall 'C -2yc' _symmetry_Int_Tables_number 9 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 4.3290(10) _cell_length_b 12.360(2) _cell_length_c 14.060(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.51(2) _cell_angle_gamma 90.00 _cell_volume 750.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3607 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 30.10 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.01 _exptl_crystal_density_diffrn 1.826 _exptl_crystal_density_meas 1.82(1) _exptl_crystal_density_method flotation _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 0.688 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.931 _exptl_absorpt_correction_T_max 0.992 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3607 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0905 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 30.10 _reflns_number_total 2098 _reflns_number_gt 1117 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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. Although the PLATON symmetry checks indicate a C2/c space group, it would involve a dissorder of the acidic proton between two hydrogen-bonding caboxylate groups. The solution on the Cc space group allows to unequivocally locate the acidic hydrogen atom at the Fourier difference map, and the C-O bond distances are consistent (lagest values for the C7-O71H: 1.286(8) A, the shortest for C7=O72: 1.191(9) A and the remaining distances for the deprotonated carboxylate in between the previous values: 1.257(9) and 1.267(8) A). ; _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^)+(0.0304P)^2^] 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 constr _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 0.0(5) _refine_ls_number_reflns 2098 _refine_ls_number_parameters 121 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0769 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0686 _refine_ls_wR_factor_gt 0.0633 _refine_ls_goodness_of_fit_ref 0.757 _refine_ls_restrained_S_all 0.757 _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 K1 K -0.0412(12) 0.9999(2) 0.4945(3) 0.04609(16) Uani 1 1 d . . . N1 N 0.2746(16) 0.8948(6) 0.6757(4) 0.0339(18) Uani 1 1 d . . . C2 C 0.466(3) 0.94155(17) 0.7454(9) 0.0375(6) Uani 1 1 d . . . H2 H 0.4742 1.0167 0.7452 0.045 Uiso 1 1 calc R . . N3 N 0.6388(16) 0.8935(5) 0.8120(4) 0.0308(18) Uani 1 1 d . . . C4 C 0.6413(17) 0.7878(6) 0.8098(5) 0.0246(17) Uani 1 1 d . . . C5 C 0.451(3) 0.72826(15) 0.7418(7) 0.0266(6) Uani 1 1 d . . . H5 H 0.4490 0.6530 0.7428 0.032 Uiso 1 1 calc R . . C6 C 0.2742(18) 0.7841(5) 0.6757(5) 0.0248(17) Uani 1 1 d . . . C7 C 0.8554(14) 0.7275(6) 0.8866(4) 0.0240(18) Uani 1 1 d . . . O71 O 1.0296(12) 0.7951(4) 0.9352(4) 0.0366(16) Uani 1 1 d . . . O72 O 0.8473(13) 0.6314(5) 0.8922(3) 0.0394(17) Uani 1 1 d . . . C8 C 0.0632(14) 0.7314(6) 0.6038(5) 0.0275(18) Uani 1 1 d . . . O81 O -0.1133(14) 0.7931(4) 0.5522(4) 0.0394(16) Uani 1 1 d . . . O82 O 0.0622(12) 0.6301(5) 0.5956(3) 0.0372(16) Uani 1 1 d . . . H71 H 1.133 0.763 0.967 0.056 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 K1 0.0636(3) 0.0275(2) 0.0474(3) 0.0053(2) 0.0052(2) 0.0108(2) N1 0.040(4) 0.031(3) 0.029(3) -0.008(3) -0.003(3) 0.004(3) C2 0.0436(16) 0.0260(11) 0.0405(14) -0.007(5) -0.0121(11) -0.012(4) N3 0.034(4) 0.022(3) 0.033(3) -0.009(3) -0.017(3) 0.003(3) C4 0.016(3) 0.037(4) 0.019(3) 0.009(3) -0.006(3) 0.004(3) C5 0.0276(13) 0.0232(9) 0.0280(13) -0.016(3) -0.0039(9) -0.011(4) C6 0.031(4) 0.015(3) 0.028(4) 0.008(3) 0.001(3) 0.003(3) C7 0.027(4) 0.029(4) 0.015(3) 0.004(3) -0.010(3) 0.011(3) O71 0.033(3) 0.039(3) 0.033(3) 0.001(3) -0.025(3) 0.003(3) O72 0.054(4) 0.026(3) 0.035(3) 0.010(2) -0.013(3) -0.006(3) C8 0.027(4) 0.026(4) 0.030(3) 0.008(3) 0.006(3) 0.007(3) O81 0.049(4) 0.017(2) 0.048(3) 0.005(2) -0.018(3) -0.001(2) O82 0.043(4) 0.027(3) 0.040(3) 0.006(3) -0.011(3) -0.006(3) _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 K1 O71 2.692(6) 2_474 ? K1 O81 2.707(6) . ? K1 O72 2.812(7) 4_464 ? K1 O82 2.818(7) 3_455 ? K1 N1 3.082(8) . ? K1 N3 3.112(8) 2_474 ? K1 O82 3.294(7) 3 ? K1 O72 3.333(7) 4_364 ? N1 C2 1.362(11) . ? N1 C6 1.369(10) . ? C2 N3 1.295(11) . ? C2 H2 0.9300 . ? N3 C4 1.307(11) . ? N3 K1 3.112(8) 2_675 ? C4 C5 1.417(10) . ? C4 C7 1.556(9) . ? C5 C6 1.347(10) . ? C5 H5 0.9300 . ? C6 C8 1.461(10) . ? C7 O72 1.191(9) . ? C7 O71 1.286(8) . ? O71 K1 2.692(6) 2_675 ? O71 H71 0.73 . ? O72 K1 2.812(7) 4_565 ? O72 K1 3.333(7) 4_665 ? C8 O82 1.257(9) . ? C8 O81 1.267(8) . ? O82 K1 2.818(7) 3_545 ? O82 K1 3.294(7) 3_445 ? 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 O71 K1 O81 179.4(3) 2_474 . ? O71 K1 O72 107.3(2) 2_474 4_464 ? O81 K1 O72 72.3(2) . 4_464 ? O71 K1 O82 73.0(2) 2_474 3_455 ? O81 K1 O82 107.4(2) . 3_455 ? O72 K1 O82 179.2(3) 4_464 3_455 ? O71 K1 N1 126.8(2) 2_474 . ? O81 K1 N1 53.73(19) . . ? O72 K1 N1 86.3(2) 4_464 . ? O82 K1 N1 94.1(2) 3_455 . ? O71 K1 N3 53.16(17) 2_474 2_474 ? O81 K1 N3 126.3(2) . 2_474 ? O72 K1 N3 93.9(2) 4_464 2_474 ? O82 K1 N3 85.7(2) 3_455 2_474 ? N1 K1 N3 179.8(3) . 2_474 ? O71 K1 O82 64.40(18) 2_474 3 ? O81 K1 O82 115.99(18) . 3 ? O72 K1 O82 91.0(2) 4_464 3 ? O82 K1 O82 89.84(18) 3_455 3 ? N1 K1 O82 64.16(19) . 3 ? N3 K1 O82 115.8(2) 2_474 3 ? O71 K1 O72 115.50(18) 2_474 4_364 ? O81 K1 O72 64.1(2) . 4_364 ? O72 K1 O72 89.15(18) 4_464 4_364 ? O82 K1 O72 90.1(2) 3_455 4_364 ? N1 K1 O72 115.9(2) . 4_364 ? N3 K1 O72 64.11(18) 2_474 4_364 ? O82 K1 O72 179.9(3) 3 4_364 ? C2 N1 C6 115.1(6) . . ? C2 N1 K1 128.4(5) . . ? C6 N1 K1 114.9(5) . . ? N3 C2 N1 127.6(4) . . ? N3 C2 H2 116.2 . . ? N1 C2 H2 116.2 . . ? C2 N3 C4 116.6(6) . . ? C2 N3 K1 126.6(4) . 2_675 ? C4 N3 K1 116.0(5) . 2_675 ? N3 C4 C5 121.9(6) . . ? N3 C4 C7 117.9(6) . . ? C5 C4 C7 120.1(6) . . ? C6 C5 C4 117.9(4) . . ? C6 C5 H5 121.0 . . ? C4 C5 H5 121.1 . . ? C5 C6 N1 120.7(7) . . ? C5 C6 C8 122.7(6) . . ? N1 C6 C8 116.5(6) . . ? O72 C7 O71 129.2(6) . . ? O72 C7 C4 120.3(6) . . ? O71 C7 C4 110.5(6) . . ? C7 O71 K1 134.4(5) . 2_675 ? C7 O71 H71 106 . . ? K1 O71 H71 114 2_675 . ? C7 O72 K1 129.1(6) . 4_565 ? C7 O72 K1 119.2(4) . 4_665 ? K1 O72 K1 89.15(17) 4_565 4_665 ? O82 C8 O81 123.3(6) . . ? O82 C8 C6 120.4(6) . . ? O81 C8 C6 116.4(6) . . ? C8 O81 K1 131.4(5) . . ? C8 O82 K1 128.1(5) . 3_545 ? C8 O82 K1 121.6(4) . 3_445 ? K1 O82 K1 89.84(18) 3_545 3_445 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O71 H71 O81 0.73 1.71 2.426(8) 171(4) 4_665 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.10 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.373 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.057 _chemical_name_common 'potassium pyrimidine-4,6-dicarboxylate acid' # Attachment 'Compound_3.cif' data_compound_3 _database_code_depnum_ccdc_archive 'CCDC 629043' _audit_creation_method SHELXL _chemical_name_systematic ; potassium pyrimidine-4,6-dicarboxylate ; _chemical_formula_moiety 'C6 H2 K2 N2 O4' _chemical_formula_structural 'C6 H2 K2 N2 O4' _chemical_formula_sum 'C6 H2 K2 N2 O4' _chemical_formula_weight 244.30 _chemical_compound_source 'synthesis as described' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_Int_Tables_number 62 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 6.8143(3) _cell_length_b 18.1270(8) _cell_length_c 6.3397(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 783.10(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2127 _cell_measurement_theta_min 3.40 _cell_measurement_theta_max 30.11 _exptl_crystal_description rhombic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.06 _exptl_crystal_density_diffrn 2.072 _exptl_crystal_density_meas 2.06(1) _exptl_crystal_density_method flotation _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 1.195 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.747 _exptl_absorpt_correction_T_max 0.923 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4109 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 30.12 _reflns_number_total 1179 _reflns_number_gt 769 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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. The crystal structure of this compound can be solved in the Pnma or in the Cmcm, but this latter space group gives a solution that implies strongly elongated elipsoids for some atoms of the aromatic ring and too short H...H contacts. ; _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^)+(0.0495P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1179 _refine_ls_number_parameters 67 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0712 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.1002 _refine_ls_wR_factor_gt 0.0905 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 K1 K -0.50733(6) -0.05962(2) 0.24920(8) 0.02559(16) Uani 1 1 d . . . O51 O -0.2425(2) -0.05398(8) 0.6184(3) 0.0296(4) Uani 1 1 d . . . O52 O -0.2464(2) -0.11269(10) 0.9274(2) 0.0401(4) Uani 1 1 d . . . N2 N -0.2912(3) -0.18407(10) 0.4118(3) 0.0275(4) Uani 1 1 d . . . C3 C -0.2539(2) -0.18448(11) 0.6194(3) 0.0190(4) Uani 1 1 d . . . C4 C -0.2310(4) -0.2500 0.7278(4) 0.0193(5) Uani 1 2 d S . . H4 H -0.2008 -0.2500 0.8709 0.023 Uiso 1 2 calc SR . . C5 C -0.2461(3) -0.10997(11) 0.7327(3) 0.0209(4) Uani 1 1 d . . . C1 C -0.3079(5) -0.2500 0.3206(5) 0.0312(7) Uani 1 2 d S . . H1 H -0.3341 -0.2500 0.1767 0.037 Uiso 1 2 calc SR . . 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 K1 0.0273(2) 0.0238(3) 0.0257(2) 0.0023(2) -0.00089(17) 0.00056(19) O51 0.0397(9) 0.0152(7) 0.0339(8) 0.0002(6) 0.0030(6) -0.0011(6) O52 0.0688(11) 0.0263(9) 0.0250(8) -0.0076(7) -0.0040(8) 0.0010(8) N2 0.0454(10) 0.0177(8) 0.0193(8) 0.0010(7) -0.0004(7) 0.0012(8) C3 0.0229(8) 0.0148(8) 0.0193(7) -0.0002(7) 0.0037(8) 0.0007(8) C4 0.0257(13) 0.0172(13) 0.0152(12) 0.000 -0.0027(11) 0.000 C5 0.0222(9) 0.0159(9) 0.0247(9) -0.0042(8) 0.0001(9) 0.0008(8) C1 0.0567(19) 0.0210(16) 0.0158(12) 0.000 -0.0041(14) 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 K1 O52 2.7895(16) 6_557 ? K1 O51 2.7973(15) 2_454 ? K1 O51 2.8019(15) 5_456 ? K1 O51 2.8302(15) 6_556 ? K1 O52 2.8721(16) 1_554 ? K1 N2 2.8846(18) . ? K1 O51 2.9575(16) . ? K1 N2 3.1422(19) 6_556 ? K1 C5 3.5052(19) 5_456 ? K1 C5 3.527(2) 2_454 ? K1 K1 3.8463(10) 5_456 ? O51 C5 1.247(2) . ? O51 K1 2.7973(15) 2_455 ? O51 K1 2.8019(15) 5_456 ? O51 K1 2.8302(15) 6_656 ? O52 C5 1.236(2) . ? O52 K1 2.7895(16) 6_657 ? O52 K1 2.8721(16) 1_556 ? N2 C1 1.333(2) . ? N2 C3 1.340(3) . ? N2 K1 3.1422(19) 6_656 ? C3 C4 1.381(2) . ? C3 C5 1.531(3) . ? C4 C3 1.381(2) 8 ? C4 H4 0.9300 . ? C5 K1 3.5052(19) 5_456 ? C5 K1 3.527(2) 2_455 ? C1 N2 1.333(2) 8 ? C1 H1 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O52 K1 O51 145.79(5) 6_557 2_454 ? O52 K1 O51 71.22(5) 6_557 5_456 ? O51 K1 O51 85.30(5) 2_454 5_456 ? O52 K1 O51 106.68(5) 6_557 6_556 ? O51 K1 O51 94.24(4) 2_454 6_556 ? O51 K1 O51 82.85(3) 5_456 6_556 ? O52 K1 O52 140.17(7) 6_557 1_554 ? O51 K1 O52 70.08(5) 2_454 1_554 ? O51 K1 O52 146.68(5) 5_456 1_554 ? O51 K1 O52 77.16(4) 6_556 1_554 ? O52 K1 N2 76.45(5) 6_557 . ? O51 K1 N2 111.77(5) 2_454 . ? O51 K1 N2 141.11(5) 5_456 . ? O51 K1 N2 127.71(5) 6_556 . ? O52 K1 N2 71.08(5) 1_554 . ? O52 K1 O51 77.68(4) 6_557 . ? O51 K1 O51 80.66(3) 2_454 . ? O51 K1 O51 96.25(4) 5_456 . ? O51 K1 O51 174.89(6) 6_556 . ? O52 K1 O51 101.30(4) 1_554 . ? N2 K1 O51 55.43(5) . . ? O52 K1 N2 68.39(5) 6_557 6_556 ? O51 K1 N2 143.79(5) 2_454 6_556 ? O51 K1 N2 104.50(5) 5_456 6_556 ? O51 K1 N2 53.83(4) 6_556 6_556 ? O52 K1 N2 84.83(5) 1_554 6_556 ? N2 K1 N2 82.47(5) . 6_556 ? O51 K1 N2 131.12(5) . 6_556 ? O52 K1 C5 89.91(5) 6_557 5_456 ? O51 K1 C5 69.87(4) 2_454 5_456 ? O51 K1 C5 18.91(4) 5_456 5_456 ? O51 K1 C5 73.98(4) 6_556 5_456 ? O52 K1 C5 127.87(5) 1_554 5_456 ? N2 K1 C5 156.76(5) . 5_456 ? O51 K1 C5 103.66(4) . 5_456 ? N2 K1 C5 110.19(5) 6_556 5_456 ? O52 K1 C5 127.46(5) 6_557 2_454 ? O51 K1 C5 18.52(4) 2_454 2_454 ? O51 K1 C5 70.51(4) 5_456 2_454 ? O51 K1 C5 102.78(4) 6_556 2_454 ? O52 K1 C5 88.15(5) 1_554 2_454 ? N2 K1 C5 116.25(5) . 2_454 ? O51 K1 C5 72.22(4) . 2_454 ? N2 K1 C5 156.55(4) 6_556 2_454 ? C5 K1 C5 58.09(3) 5_456 2_454 ? O52 K1 K1 66.51(4) 6_557 5_456 ? O51 K1 K1 79.37(4) 2_454 5_456 ? O51 K1 K1 49.85(3) 5_456 5_456 ? O51 K1 K1 132.47(4) 6_556 5_456 ? O52 K1 K1 139.41(4) 1_554 5_456 ? N2 K1 K1 97.51(4) . 5_456 ? O51 K1 K1 46.40(3) . 5_456 ? N2 K1 K1 133.47(4) 6_556 5_456 ? C5 K1 K1 59.50(3) 5_456 5_456 ? C5 K1 K1 61.46(3) 2_454 5_456 ? C5 O51 K1 116.04(12) . 2_455 ? C5 O51 K1 114.34(12) . 5_456 ? K1 O51 K1 74.96(4) 2_455 5_456 ? C5 O51 K1 117.38(12) . 6_656 ? K1 O51 K1 85.76(4) 2_455 6_656 ? K1 O51 K1 128.15(6) 5_456 6_656 ? C5 O51 K1 114.80(12) . . ? K1 O51 K1 129.15(6) 2_455 . ? K1 O51 K1 83.75(4) 5_456 . ? K1 O51 K1 72.09(4) 6_656 . ? C5 O52 K1 136.03(14) . 6_657 ? C5 O52 K1 134.20(14) . 1_556 ? K1 O52 K1 73.98(4) 6_657 1_556 ? C1 N2 C3 115.92(19) . . ? C1 N2 K1 120.19(16) . . ? C3 N2 K1 116.89(13) . . ? C1 N2 K1 123.74(17) . 6_656 ? C3 N2 K1 101.89(12) . 6_656 ? K1 N2 K1 68.70(4) . 6_656 ? N2 C3 C4 120.99(19) . . ? N2 C3 C5 117.54(17) . . ? C4 C3 C5 121.42(17) . . ? C3 C4 C3 118.6(2) 8 . ? C3 C4 H4 120.7 8 . ? C3 C4 H4 120.7 . . ? O52 C5 O51 127.79(19) . . ? O52 C5 C3 115.70(18) . . ? O51 C5 C3 116.51(17) . . ? O52 C5 K1 90.08(12) . 5_456 ? O51 C5 K1 46.74(9) . 5_456 ? C3 C5 K1 140.60(11) . 5_456 ? O52 C5 K1 90.33(12) . 2_455 ? O51 C5 K1 45.44(10) . 2_455 ? C3 C5 K1 143.12(11) . 2_455 ? K1 C5 K1 57.96(3) 5_456 2_455 ? N2 C1 N2 127.5(3) . 8 ? N2 C1 H1 116.2 . . ? N2 C1 H1 116.2 8 . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 30.12 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.390 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.081 _chemical_name_common 'potassium pyrimidine-4,6-dicarboxylate' # Attachment 'Compound_4.cif' data_compound_4 _database_code_depnum_ccdc_archive 'CCDC 629044' _audit_creation_method SHELXL97 _chemical_name_systematic ; catena-[(mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)- diaqua-iron(II)-water (1/1)] ; _chemical_formula_moiety 'C6 H6 Fe N2 O6, H2 O' _chemical_formula_structural 'C6 H6 Fe N2 O6, H2 O' _chemical_formula_sum 'C6 H8 Fe N2 O7' _chemical_formula_weight 275.99 _chemical_compound_source 'synthesis as described' 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 7.3475(5) _cell_length_b 12.1276(4) _cell_length_c 12.3570(6) _cell_angle_alpha 90.00 _cell_angle_beta 120.973(4) _cell_angle_gamma 90.00 _cell_volume 944.10(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9301 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 30.00 _exptl_crystal_description polyhedric _exptl_crystal_colour black _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 1.94(1) _exptl_crystal_density_diffrn 1.942 _exptl_crystal_density_method 'flotation method' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 1.623 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.722 _exptl_absorpt_correction_T_max 0.830 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9301 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 30.09 _reflns_number_total 2773 _reflns_number_gt 2281 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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^)+(0.0351P)^2^] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0210(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2773 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0885 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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 Fe1 Fe 0.26540(3) -0.242960(15) 0.51941(2) 0.02206(10) Uani 1 1 d . . . N1 N 0.2764(2) -0.32292(9) 0.67658(12) 0.0247(3) Uani 1 1 d . . . C2 C 0.2827(3) -0.27547(13) 0.77519(15) 0.0301(4) Uani 1 1 d . . . H2 H 0.2989 -0.1993 0.7828 0.036 Uiso 1 1 calc R . . N3 N 0.26765(19) -0.32918(9) 0.86368(11) 0.0238(3) Uani 1 1 d . . . C4 C 0.2485(2) -0.43891(11) 0.85451(13) 0.0196(3) Uani 1 1 d . . . C5 C 0.2436(2) -0.49569(12) 0.75578(13) 0.0218(3) Uani 1 1 d . . . H5 H 0.2322 -0.5721 0.7499 0.026 Uiso 1 1 calc R . . C6 C 0.2565(2) -0.43276(10) 0.66602(13) 0.0197(3) Uani 1 1 d . . . C7 C 0.2478(2) -0.48170(12) 0.54974(14) 0.0234(3) Uani 1 1 d . . . C8 C 0.2371(2) -0.49479(11) 0.96194(13) 0.0224(3) Uani 1 1 d . . . O71 O 0.24379(18) -0.41295(9) 0.47167(10) 0.0274(2) Uani 1 1 d . . . O72 O 0.2424(2) -0.58276(9) 0.53897(13) 0.0389(3) Uani 1 1 d . . . O81 O 0.25303(18) -0.43227(8) 1.04763(10) 0.0277(2) Uani 1 1 d . . . O82 O 0.2179(2) -0.59664(9) 0.95760(12) 0.0360(3) Uani 1 1 d . . . O1W O 0.5990(2) -0.25009(8) 0.62262(15) 0.0349(3) Uani 1 1 d . . . H11W H 0.6504 -0.3057 0.6491 0.045 Uiso 1 1 d . . . H12W H 0.6655 -0.2251 0.6050 0.038 Uiso 1 1 d . . . O2W O -0.0693(2) -0.23479(8) 0.42801(13) 0.0316(3) Uani 1 1 d . . . H21W H -0.1304 -0.2845 0.4249 0.034 Uiso 1 1 d . . . H22W H -0.1242 -0.1919 0.4440 0.062 Uiso 1 1 d . . . O3W O 0.7408(2) -0.45778(11) 0.72437(13) 0.0493(4) Uani 1 1 d . . . H31W H 0.7379 -0.4949 0.7735 0.074 Uiso 1 1 d . . . H32W H 0.7242 -0.4994 0.6602 0.089 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 Fe1 0.03596(15) 0.01669(13) 0.02105(15) 0.00064(7) 0.02003(11) -0.00114(7) N1 0.0432(7) 0.0143(5) 0.0255(6) -0.0003(4) 0.0240(5) -0.0021(5) C2 0.0557(10) 0.0153(6) 0.0305(9) -0.0016(5) 0.0303(8) -0.0038(6) N3 0.0409(7) 0.0143(5) 0.0254(6) -0.0003(4) 0.0235(5) -0.0003(5) C4 0.0265(6) 0.0157(6) 0.0220(6) 0.0016(5) 0.0163(5) 0.0007(5) C5 0.0313(7) 0.0152(6) 0.0241(7) -0.0006(5) 0.0180(6) -0.0009(5) C6 0.0276(7) 0.0149(6) 0.0216(6) -0.0012(5) 0.0164(6) -0.0010(5) C7 0.0317(7) 0.0212(6) 0.0243(7) -0.0057(5) 0.0194(6) -0.0043(5) C8 0.0298(7) 0.0188(6) 0.0265(7) 0.0050(5) 0.0201(6) 0.0044(5) O71 0.0452(6) 0.0214(5) 0.0241(5) -0.0033(4) 0.0239(5) -0.0037(4) O72 0.0696(9) 0.0182(5) 0.0483(8) -0.0083(5) 0.0443(7) -0.0080(5) O81 0.0458(6) 0.0217(5) 0.0259(5) 0.0037(4) 0.0259(5) 0.0039(4) O82 0.0638(8) 0.0162(5) 0.0504(7) 0.0045(4) 0.0454(7) 0.0030(5) O1W 0.0347(6) 0.0291(6) 0.0432(8) 0.0099(5) 0.0217(6) -0.0003(4) O2W 0.0375(6) 0.0238(5) 0.0405(7) -0.0007(4) 0.0250(6) -0.0016(4) O3W 0.0727(10) 0.0344(7) 0.0477(8) -0.0008(6) 0.0360(8) 0.0068(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 Fe1 O1W 2.1032(13) . ? Fe1 O2W 2.1152(13) . ? Fe1 N3 2.1217(11) 4 ? Fe1 O71 2.1277(10) . ? Fe1 N1 2.1348(11) . ? Fe1 O81 2.1630(10) 4 ? N1 C2 1.3264(19) . ? N1 C6 1.3391(16) . ? C2 N3 1.3255(18) . ? C2 H2 0.9300 . ? N3 C4 1.3369(16) . ? C4 C5 1.3850(18) . ? C4 C8 1.5306(18) . ? C5 C6 1.3894(18) . ? C5 H5 0.9300 . ? C6 C7 1.5253(19) . ? C7 O72 1.2313(17) . ? C7 O71 1.2637(17) . ? C8 O82 1.2412(17) . ? C8 O81 1.2580(17) . ? O1W H11W 0.7593 . ? O1W H12W 0.6986 . ? O2W H21W 0.7414 . ? O2W H22W 0.7443 . ? O3W H31W 0.7653 . ? O3W H32W 0.8936 . ? 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 O1W Fe1 O2W 175.91(5) . . ? O1W Fe1 N3 90.94(5) . 4 ? O2W Fe1 N3 92.63(5) . 4 ? O1W Fe1 O71 91.47(4) . . ? O2W Fe1 O71 89.83(4) . . ? N3 Fe1 O71 100.51(4) 4 . ? O1W Fe1 N1 86.73(5) . . ? O2W Fe1 N1 89.79(5) . . ? N3 Fe1 N1 176.51(4) 4 . ? O71 Fe1 N1 76.97(4) . . ? O1W Fe1 O81 94.31(4) . 4 ? O2W Fe1 O81 84.62(4) . 4 ? N3 Fe1 O81 76.21(4) 4 4 ? O71 Fe1 O81 173.38(4) . 4 ? N1 Fe1 O81 106.54(4) . 4 ? C2 N1 C6 118.14(12) . . ? C2 N1 Fe1 127.28(10) . . ? C6 N1 Fe1 114.33(9) . . ? N3 C2 N1 124.49(14) . . ? N3 C2 H2 117.8 . . ? N1 C2 H2 117.8 . . ? C2 N3 C4 117.97(12) . . ? C2 N3 Fe1 126.06(10) . 4_556 ? C4 N3 Fe1 115.96(9) . 4_556 ? N3 C4 C5 121.56(12) . . ? N3 C4 C8 114.68(11) . . ? C5 C4 C8 123.75(12) . . ? C4 C5 C6 116.66(13) . . ? C4 C5 H5 121.7 . . ? C6 C5 H5 121.7 . . ? N1 C6 C5 121.16(12) . . ? N1 C6 C7 115.37(11) . . ? C5 C6 C7 123.46(12) . . ? O72 C7 O71 125.98(13) . . ? O72 C7 C6 118.19(13) . . ? O71 C7 C6 115.82(12) . . ? O82 C8 O81 126.53(13) . . ? O82 C8 C4 117.32(12) . . ? O81 C8 C4 116.13(12) . . ? C7 O71 Fe1 117.29(9) . . ? C8 O81 Fe1 116.73(9) . 4_556 ? Fe1 O1W H11W 117.6 . . ? Fe1 O1W H12W 125.2 . . ? H11W O1W H12W 104.3 . . ? Fe1 O2W H21W 119.8 . . ? Fe1 O2W H22W 122.1 . . ? H21W O2W H22W 100.7 . . ? H31W O3W H32W 109.0 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11W O3W 0.76 2.02 2.7681(17) 169.2 . O1W H12W O82 0.70 2.11 2.7623(16) 156.5 2_656 O2W H21W O72 0.74 1.96 2.6860(16) 166.0 3_546 O2W H22W O82 0.74 2.04 2.7542(16) 161.8 2_556 O3W H32W O71 0.89 2.06 2.9360(17) 167.2 3_646 O3W H31W O81 0.77 2.35 3.0963(18) 165.8 3_647 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.09 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.713 _refine_diff_density_min -0.837 _refine_diff_density_rms 0.223 # Attachment 'Compound_5.cif' data_compound_5 _database_code_depnum_ccdc_archive 'CCDC 629045' _audit_creation_method SHELXL97 _chemical_name_systematic ; catena-[(mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)- diaqua-manganese(II)-water (1/1)] ; _chemical_formula_moiety 'C6 H6 Co N2 O6, H2 O' _chemical_formula_structural 'C6 H6 Co N2 O6, H2 O' _chemical_formula_sum 'C6 H8 Co N2 O7' _chemical_formula_weight 279.07 _chemical_compound_source 'synthesis as described' 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/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 7.279(1) _cell_length_b 12.095(2) _cell_length_c 12.185(3) _cell_angle_alpha 90.00 _cell_angle_beta 120.21(2) _cell_angle_gamma 90.00 _cell_volume 927.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2599 _cell_measurement_theta_min 3.24 _cell_measurement_theta_max 30.07 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas 1.99(1) _exptl_crystal_density_diffrn 2.000 _exptl_crystal_density_method 'flotation method' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 1.877 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.718 _exptl_absorpt_correction_T_max 0.889 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8032 _diffrn_reflns_av_R_equivalents 0.0493 _diffrn_reflns_av_sigmaI/netI 0.0854 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 30.07 _reflns_number_total 2599 _reflns_number_gt 1403 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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^)+(0.0351P)^2^] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2599 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0892 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_ref 0.0894 _refine_ls_wR_factor_gt 0.0798 _refine_ls_goodness_of_fit_ref 0.840 _refine_ls_restrained_S_all 0.840 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.26019(6) -0.24551(3) 0.51395(3) 0.02498(14) Uani 1 1 d . . . N1 N 0.2642(4) -0.32108(19) 0.6688(2) 0.0239(6) Uani 1 1 d . . . C2 C 0.2665(5) -0.2727(2) 0.7668(3) 0.0299(7) Uani 1 1 d . . . H2 H 0.2739 -0.1959 0.7710 0.036 Uiso 1 1 calc R . . N3 N 0.2591(4) -0.32581(19) 0.8592(2) 0.0242(6) Uani 1 1 d . . . C4 C 0.2469(4) -0.4365(2) 0.8532(3) 0.0205(7) Uani 1 1 d . . . C5 C 0.2460(5) -0.4941(2) 0.7552(3) 0.0233(6) Uani 1 1 d . . . H5 H 0.2410 -0.5709 0.7519 0.028 Uiso 1 1 calc R . . C6 C 0.2529(5) -0.4317(2) 0.6618(3) 0.0219(7) Uani 1 1 d . . . C7 C 0.2479(5) -0.4812(2) 0.5449(3) 0.0237(7) Uani 1 1 d . . . C8 C 0.2421(5) -0.4903(2) 0.9649(3) 0.0226(7) Uani 1 1 d . . . O71 O 0.2448(3) -0.41178(16) 0.46637(18) 0.0275(5) Uani 1 1 d . . . O72 O 0.2441(4) -0.58222(17) 0.5341(2) 0.0401(6) Uani 1 1 d . . . O81 O 0.2545(3) -0.42521(16) 1.04901(18) 0.0284(5) Uani 1 1 d . . . O82 O 0.2313(4) -0.59218(17) 0.9665(2) 0.0365(6) Uani 1 1 d . . . O1W O 0.5891(3) -0.25010(17) 0.61471(19) 0.0384(5) Uani 1 1 d . . . H11 H 0.6600 -0.3027 0.6573 0.050 Uiso 1 1 d . . . H12 H 0.6366 -0.2049 0.5828 0.050 Uiso 1 1 d . . . O2W O -0.0734(3) -0.23845(16) 0.41995(19) 0.0341(5) Uani 1 1 d . . . H22 H -0.1157 -0.1815 0.4435 0.050 Uiso 1 1 d . . . H21 H -0.1266 -0.2978 0.4268 0.050 Uiso 1 1 d . . . O3W O 0.7403(4) -0.4558(2) 0.7310(2) 0.0504(7) Uani 1 1 d . . . H31 H 0.7440 -0.4976 0.7875 0.050 Uiso 1 1 d . . . H32 H 0.6944 -0.4946 0.6639 0.050 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 0.0384(3) 0.0185(2) 0.0241(2) 0.00077(18) 0.02031(19) -0.0014(2) N1 0.0366(17) 0.0154(13) 0.0236(14) -0.0006(10) 0.0180(12) -0.0017(11) C2 0.051(2) 0.0163(16) 0.0303(16) -0.0021(12) 0.0267(16) -0.0015(15) N3 0.0396(17) 0.0153(13) 0.0248(14) 0.0004(10) 0.0214(13) 0.0000(11) C4 0.0235(18) 0.0169(15) 0.0240(16) 0.0019(11) 0.0140(14) 0.0020(12) C5 0.0325(18) 0.0158(14) 0.0262(16) -0.0015(12) 0.0183(14) -0.0014(14) C6 0.0280(19) 0.0197(16) 0.0217(15) -0.0027(11) 0.0152(14) -0.0011(13) C7 0.0280(19) 0.0208(16) 0.0265(17) -0.0043(13) 0.0167(14) -0.0041(14) C8 0.0247(18) 0.0210(15) 0.0267(16) 0.0063(13) 0.0164(14) 0.0061(14) O71 0.0446(15) 0.0213(11) 0.0230(11) -0.0016(9) 0.0217(10) -0.0017(10) O72 0.0683(19) 0.0182(12) 0.0484(14) -0.0074(10) 0.0402(14) -0.0101(11) O81 0.0457(15) 0.0230(12) 0.0253(12) 0.0036(9) 0.0243(11) 0.0038(10) O82 0.0610(17) 0.0168(11) 0.0496(14) 0.0039(10) 0.0413(13) 0.0036(11) O1W 0.0358(13) 0.0293(13) 0.0467(13) 0.0139(11) 0.0183(10) -0.0017(11) O2W 0.0384(13) 0.0225(12) 0.0442(13) 0.0028(10) 0.0228(10) -0.0037(10) O3W 0.0748(19) 0.0356(14) 0.0464(16) -0.0034(11) 0.0347(15) -0.0014(13) _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 O1W 2.070(2) . ? Co1 N3 2.070(2) 4 ? Co1 O71 2.080(2) . ? Co1 N1 2.084(2) . ? Co1 O2W 2.101(2) . ? Co1 O81 2.113(2) 4 ? N1 C2 1.322(3) . ? N1 C6 1.340(3) . ? C2 N3 1.321(3) . ? C2 H2 0.9300 . ? N3 C4 1.342(3) . ? C4 C5 1.379(4) . ? C4 C8 1.525(4) . ? C5 C6 1.388(4) . ? C5 H5 0.9300 . ? C6 C7 1.529(4) . ? C7 O72 1.228(3) . ? C7 O71 1.265(3) . ? C8 O82 1.236(3) . ? C8 O81 1.259(3) . ? O1W H11 0.8189 . ? O1W H12 0.8394 . ? O2W H22 0.8607 . ? O2W H21 0.8397 . ? O3W H31 0.8435 . ? O3W H32 0.8512 . ? 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 O1W Co1 N3 91.40(9) . 4 ? O1W Co1 O71 91.34(9) . . ? N3 Co1 O71 100.02(8) 4 . ? O1W Co1 N1 88.07(9) . . ? N3 Co1 N1 178.52(9) 4 . ? O71 Co1 N1 78.61(8) . . ? O1W Co1 O2W 177.17(8) . . ? N3 Co1 O2W 90.73(9) 4 . ? O71 Co1 O2W 90.12(8) . . ? N1 Co1 O2W 89.84(9) . . ? O1W Co1 O81 92.34(9) . 4 ? N3 Co1 O81 77.61(8) 4 4 ? O71 Co1 O81 175.67(8) . 4 ? N1 Co1 O81 103.78(8) . 4 ? O2W Co1 O81 86.31(8) . 4 ? C2 N1 C6 118.1(2) . . ? C2 N1 Co1 127.71(19) . . ? C6 N1 Co1 114.07(18) . . ? N3 C2 N1 124.5(3) . . ? N3 C2 H2 117.7 . . ? N1 C2 H2 117.7 . . ? C2 N3 C4 118.0(2) . . ? C2 N3 Co1 126.21(19) . 4_556 ? C4 N3 Co1 115.81(18) . 4_556 ? N3 C4 C5 121.5(2) . . ? N3 C4 C8 114.1(2) . . ? C5 C4 C8 124.4(3) . . ? C4 C5 C6 116.6(2) . . ? C4 C5 H5 121.7 . . ? C6 C5 H5 121.7 . . ? N1 C6 C5 121.2(2) . . ? N1 C6 C7 115.0(2) . . ? C5 C6 C7 123.9(3) . . ? O72 C7 O71 126.0(3) . . ? O72 C7 C6 118.6(3) . . ? O71 C7 C6 115.4(2) . . ? O82 C8 O81 126.2(3) . . ? O82 C8 C4 118.0(3) . . ? O81 C8 C4 115.8(2) . . ? C7 O71 Co1 116.91(18) . . ? C8 O81 Co1 116.54(18) . 4_556 ? Co1 O1W H11 124.6 . . ? Co1 O1W H12 109.3 . . ? H11 O1W H12 121.6 . . ? Co1 O2W H22 111.1 . . ? Co1 O2W H21 112.1 . . ? H22 O2W H21 113.0 . . ? H31 O3W H32 106.9 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11 O3W 0.82 2.01 2.800(3) 161.2 . O1W H12 O82 0.84 1.93 2.763(3) 171.8 2_656 O2W H21 O72 0.84 1.86 2.695(3) 170.1 3_546 O2W H22 O82 0.86 2.00 2.823(3) 159.1 2_556 O3W H32 O71 0.85 2.17 2.936(3) 149.8 3_646 O3W H31 O81 0.84 2.19 3.026(3) 168.3 3_647 _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 30.07 _diffrn_measured_fraction_theta_full 0.955 _refine_diff_density_max 0.706 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.110 # Attachment 'Compound_7.cif' data_compound_7 _database_code_depnum_ccdc_archive 'CCDC 629046' _audit_creation_method SHELXL97 _chemical_name_systematic ; catena-[(mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)- diaqua-zinc(II)-water (1/1)] ; _chemical_formula_moiety 'C6 H6 N2 O6 Zn, H2 O' _chemical_formula_structural 'C6 H6 N2 O6 Zn, H2 O' _chemical_formula_sum 'C6 H8 N2 O7 Zn' _chemical_formula_weight 285.51 _chemical_compound_source 'synthesis as described' 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/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 7.2850(10) _cell_length_b 12.167(2) _cell_length_c 12.254(2) _cell_angle_alpha 90.00 _cell_angle_beta 120.290(10) _cell_angle_gamma 90.00 _cell_volume 937.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8792 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 30.07 _exptl_crystal_description polyhedric _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas 2.01(1) _exptl_crystal_density_diffrn 2.022 _exptl_crystal_density_method 'flotation method' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 2.645 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.733 _exptl_absorpt_correction_T_max 0.883 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8792 _diffrn_reflns_av_R_equivalents 0.0846 _diffrn_reflns_av_sigmaI/netI 0.1480 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 30.07 _reflns_number_total 2667 _reflns_number_gt 1305 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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^)+(0.0292P)^2^] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2667 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0931 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0752 _refine_ls_wR_factor_gt 0.0694 _refine_ls_goodness_of_fit_ref 0.731 _refine_ls_restrained_S_all 0.731 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.26122(6) -0.24332(3) 0.51810(3) 0.02222(12) Uani 1 1 d . . . N1 N 0.2694(4) -0.31829(19) 0.6739(2) 0.0200(6) Uani 1 1 d . . . C2 C 0.2740(5) -0.2707(2) 0.7726(3) 0.0260(8) Uani 1 1 d . . . H2 H 0.2860 -0.1946 0.7787 0.031 Uiso 1 1 calc R . . N3 N 0.2628(4) -0.32427(19) 0.8630(2) 0.0200(6) Uani 1 1 d . . . C4 C 0.2486(5) -0.4341(2) 0.8561(3) 0.0170(7) Uani 1 1 d . . . C5 C 0.2448(5) -0.4901(2) 0.7564(3) 0.0195(7) Uani 1 1 d . . . H5 H 0.2363 -0.5664 0.7513 0.023 Uiso 1 1 calc R . . C6 C 0.2543(5) -0.4279(2) 0.6650(3) 0.0175(7) Uani 1 1 d . . . C7 C 0.2466(5) -0.4777(3) 0.5479(3) 0.0204(7) Uani 1 1 d . . . C8 C 0.2407(5) -0.4902(2) 0.9651(3) 0.0198(7) Uani 1 1 d . . . O71 O 0.2441(4) -0.40937(16) 0.46891(18) 0.0241(5) Uani 1 1 d . . . O72 O 0.2431(4) -0.57791(16) 0.5388(2) 0.0344(6) Uani 1 1 d . . . O81 O 0.2536(4) -0.42754(16) 1.05139(19) 0.0258(6) Uani 1 1 d . . . O82 O 0.2270(4) -0.59168(16) 0.9627(2) 0.0325(6) Uani 1 1 d . . . O1W O 0.5968(3) -0.24673(18) 0.62442(19) 0.0335(5) Uani 1 1 d . . . H11W H 0.6607 -0.3047 0.6492 0.050 Uiso 1 1 d . . . H12W H 0.6461 -0.2111 0.5999 0.050 Uiso 1 1 d . . . O2W O -0.0766(4) -0.23615(17) 0.42407(19) 0.0303(5) Uani 1 1 d . . . H21W H -0.1377 -0.2949 0.4266 0.045 Uiso 1 1 d . . . H22W H -0.0933 -0.1947 0.4558 0.045 Uiso 1 1 d . . . O3W O 0.7401(5) -0.4550(2) 0.7254(2) 0.0468(7) Uani 1 1 d . . . H31W H 0.7409 -0.4732 0.7748 0.070 Uiso 1 1 d . . . H32W H 0.7311 -0.4871 0.6766 0.070 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 0.0386(2) 0.01534(18) 0.02009(18) 0.00064(19) 0.02029(16) -0.0023(2) N1 0.0327(19) 0.0122(13) 0.0229(14) -0.0027(10) 0.0198(14) -0.0011(11) C2 0.045(2) 0.019(2) 0.0246(15) -0.0017(14) 0.0252(16) -0.0029(17) N3 0.0335(19) 0.0122(14) 0.0189(14) 0.0001(10) 0.0167(13) 0.0006(11) C4 0.020(2) 0.0139(16) 0.0195(16) 0.0015(12) 0.0121(15) 0.0026(13) C5 0.0268(19) 0.0107(14) 0.0254(17) -0.0030(13) 0.0165(16) -0.0015(14) C6 0.020(2) 0.0158(16) 0.0191(16) -0.0001(12) 0.0117(15) 0.0005(13) C7 0.025(2) 0.0189(16) 0.0241(18) -0.0046(14) 0.0174(16) -0.0042(15) C8 0.024(2) 0.0168(15) 0.0245(18) 0.0070(14) 0.0164(16) 0.0047(15) O71 0.0417(16) 0.0183(11) 0.0211(11) -0.0024(10) 0.0224(11) -0.0025(11) O72 0.064(2) 0.0125(12) 0.0436(14) -0.0074(10) 0.0394(14) -0.0062(11) O81 0.0429(17) 0.0197(12) 0.0224(12) 0.0033(10) 0.0222(12) 0.0029(11) O82 0.0597(18) 0.0137(11) 0.0425(14) 0.0050(11) 0.0394(14) 0.0029(13) O1W 0.0341(14) 0.0238(13) 0.0431(13) 0.0120(12) 0.0198(11) 0.0012(12) O2W 0.0375(14) 0.0215(13) 0.0370(12) -0.0005(11) 0.0227(11) -0.0008(11) O3W 0.076(2) 0.0321(15) 0.0428(15) -0.0007(12) 0.0373(15) 0.0063(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 Zn1 N3 2.076(2) 4 ? Zn1 N1 2.089(2) . ? Zn1 O71 2.094(2) . ? Zn1 O1W 2.113(2) . ? Zn1 O81 2.125(2) 4 ? Zn1 O2W 2.129(2) . ? N1 C2 1.326(3) . ? N1 C6 1.338(4) . ? C2 N3 1.323(3) . ? C2 H2 0.9300 . ? N3 C4 1.339(4) . ? C4 C5 1.387(4) . ? C4 C8 1.527(4) . ? C5 C6 1.382(4) . ? C5 H5 0.9300 . ? C6 C7 1.532(4) . ? C7 O72 1.223(3) . ? C7 O71 1.269(3) . ? C8 O82 1.238(3) . ? C8 O81 1.268(3) . ? O1W H11W 0.8152 . ? O1W H12W 0.7181 . ? O2W H21W 0.8507 . ? O2W H22W 0.6840 . ? O3W H31W 0.6417 . ? O3W H32W 0.6886 . ? 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 N1 176.93(10) 4 . ? N3 Zn1 O71 98.38(8) 4 . ? N1 Zn1 O71 79.15(8) . . ? N3 Zn1 O1W 91.90(9) 4 . ? N1 Zn1 O1W 86.40(9) . . ? O71 Zn1 O1W 92.35(9) . . ? N3 Zn1 O81 78.52(8) 4 4 ? N1 Zn1 O81 104.08(8) . 4 ? O71 Zn1 O81 174.74(9) . 4 ? O1W Zn1 O81 92.00(9) . 4 ? N3 Zn1 O2W 91.55(9) 4 . ? N1 Zn1 O2W 90.27(9) . . ? O71 Zn1 O2W 89.94(9) . . ? O1W Zn1 O2W 175.54(8) . . ? O81 Zn1 O2W 85.92(9) 4 . ? C2 N1 C6 118.2(2) . . ? C2 N1 Zn1 128.2(2) . . ? C6 N1 Zn1 113.43(18) . . ? N3 C2 N1 124.4(3) . . ? N3 C2 H2 117.8 . . ? N1 C2 H2 117.8 . . ? C2 N3 C4 118.3(2) . . ? C2 N3 Zn1 127.07(19) . 4_556 ? C4 N3 Zn1 114.65(18) . 4_556 ? N3 C4 C5 120.8(2) . . ? N3 C4 C8 115.2(2) . . ? C5 C4 C8 123.9(3) . . ? C6 C5 C4 117.2(3) . . ? C6 C5 H5 121.4 . . ? C4 C5 H5 121.4 . . ? N1 C6 C5 121.0(3) . . ? N1 C6 C7 115.7(2) . . ? C5 C6 C7 123.3(3) . . ? O72 C7 O71 126.3(3) . . ? O72 C7 C6 117.9(3) . . ? O71 C7 C6 115.8(3) . . ? O82 C8 O81 126.2(3) . . ? O82 C8 C4 117.6(3) . . ? O81 C8 C4 116.2(2) . . ? C7 O71 Zn1 115.88(18) . . ? C8 O81 Zn1 115.22(18) . 4_556 ? Zn1 O1W H11W 120.8 . . ? Zn1 O1W H12W 113.4 . . ? H11W O1W H12W 111.5 . . ? Zn1 O2W H21W 115.4 . . ? Zn1 O2W H22W 102.2 . . ? H21W O2W H22W 110.7 . . ? H31W O3W H32W 125.1 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11W O3W 0.82 2.00 2.782(3) 160.3 . O1W H12W O82 0.72 2.07 2.780(3) 172.4 2_656 O2W H21W O72 0.85 1.87 2.711(3) 170.5 3_546 O2W H22W O82 0.68 2.12 2.783(3) 163.5 2_556 O3W H32W O71 0.69 2.26 2.947(3) 171.3 3_646 O3W H31W O81 0.64 2.43 3.065(3) 170.4 3_647 _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 30.07 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.494 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.162 # Attachment 'Compound_8.cif' data_compound_8 _database_code_depnum_ccdc_archive 'CCDC 629047' _audit_creation_method SHELXL97 _chemical_name_systematic ; catena-[(mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)- diaqua-copper(II)] ; _chemical_formula_moiety 'C6 H6 Cu N2 O6, 0.2(O)' _chemical_formula_structural 'C6 H6 Cu N2 O6, 0.2(O)' _chemical_formula_sum 'C6 H6 Cu N2 O6.20' _chemical_formula_weight 268.88 _chemical_compound_source 'synthesis as described' 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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 6.977(2) _cell_length_b 12.234(3) _cell_length_c 12.008(3) _cell_angle_alpha 90.00 _cell_angle_beta 120.44(3) _cell_angle_gamma 90.00 _cell_volume 883.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1299 _cell_measurement_theta_min 3.33 _cell_measurement_theta_max 30.27 _exptl_crystal_description prismatic _exptl_crystal_colour blue _exptl_crystal_size_max 0.060 _exptl_crystal_size_mid 0.030 _exptl_crystal_size_min 0.015 _exptl_crystal_density_meas 2.02(1) _exptl_crystal_density_diffrn 2.021 _exptl_crystal_density_method 'flotation method' _exptl_crystal_F_000 538.4 _exptl_absorpt_coefficient_mu 2.487 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.810 _exptl_absorpt_correction_T_max 0.939 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4323 _diffrn_reflns_av_R_equivalents 0.0785 _diffrn_reflns_av_sigmaI/netI 0.1476 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.33 _diffrn_reflns_theta_max 30.27 _reflns_number_total 1299 _reflns_number_gt 511 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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^)+(0.0436P)^2^] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1299 _refine_ls_number_parameters 73 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1125 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0879 _refine_ls_wR_factor_gt 0.0819 _refine_ls_goodness_of_fit_ref 0.689 _refine_ls_restrained_S_all 0.689 _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 Cu1 Cu 1.0000 0.0000 0.5000 0.0444(2) Uani 1 2 d S . . N1 N 0.9986(4) -0.0599(2) 0.3466(2) 0.0322(7) Uani 1 1 d . . . C2 C 0.9990(5) -0.1695(3) 0.3474(3) 0.0325(8) Uani 1 1 d . . . C3 C 1.0000 -0.2281(4) 0.2500 0.0372(13) Uani 1 2 d S . . H3 H 1.0000 -0.3041 0.2500 0.045 Uiso 1 2 calc SR . . C4 C 1.0000 -0.0082(4) 0.2500 0.0291(10) Uani 1 2 d S . . H4 H 1.0000 0.0678 0.2500 0.035 Uiso 1 2 calc SR . . C5 C 1.0017(5) -0.2210(3) 0.4639(3) 0.0361(9) Uani 1 1 d . . . O51 O 1.0196(4) -0.15326(19) 0.5481(2) 0.0439(7) Uani 1 1 d . . . O52 O 0.9961(4) -0.32084(18) 0.4696(2) 0.0506(7) Uani 1 1 d . . . O1W O 0.5944(5) -0.0283(2) 0.3847(2) 0.0640(9) Uani 1 1 d . . . H11W H 0.5676 0.0330 0.3967 0.096 Uiso 1 1 d . . . H12W H 0.5587 -0.0777 0.4174 0.096 Uiso 1 1 d . . . O2W O 1.0000 0.2765(13) 0.2500 0.038(4) Uiso 0.20 2 d SP . . 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 0.0762(5) 0.0403(4) 0.0343(3) 0.0053(3) 0.0409(3) 0.0083(4) N1 0.0435(19) 0.0363(18) 0.0245(16) 0.0022(13) 0.0229(14) 0.0020(14) C2 0.035(2) 0.039(2) 0.0278(19) 0.0017(15) 0.0192(17) 0.0008(16) C3 0.043(3) 0.032(3) 0.039(3) 0.000 0.023(3) 0.000 C4 0.043(3) 0.021(2) 0.028(2) 0.000 0.021(2) 0.000 C5 0.035(2) 0.045(2) 0.033(2) 0.0105(18) 0.0203(19) 0.0050(18) O51 0.0655(18) 0.0432(15) 0.0351(13) 0.0057(12) 0.0345(13) 0.0084(13) O52 0.080(2) 0.0321(15) 0.0548(18) 0.0086(12) 0.0457(17) 0.0010(14) O1W 0.073(2) 0.067(2) 0.0562(18) 0.0110(14) 0.0360(16) -0.0016(15) _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 O51 1.946(2) . ? Cu1 O51 1.946(2) 5_756 ? Cu1 N1 1.978(3) 5_756 ? Cu1 N1 1.978(3) . ? Cu1 O1W 2.465(3) . ? N1 C4 1.325(3) . ? N1 C2 1.341(4) . ? C2 C3 1.374(4) . ? C2 C5 1.526(4) . ? C3 C2 1.374(4) 2_755 ? C3 H3 0.9300 . ? C4 N1 1.325(3) 2_755 ? C4 H4 0.9300 . ? C5 O52 1.225(4) . ? C5 O51 1.263(4) . ? O1W H11W 0.8027 . ? O1W H12W 0.8253 . ? 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 O51 Cu1 O51 180.0 . 5_756 ? O51 Cu1 N1 96.55(10) . 5_756 ? O51 Cu1 N1 83.45(10) 5_756 5_756 ? O51 Cu1 N1 83.45(10) . . ? O51 Cu1 N1 96.55(10) 5_756 . ? N1 Cu1 N1 180.0 5_756 . ? O51 Cu1 O1W 85.40(9) . . ? O51 Cu1 O1W 94.60(9) 5_756 . ? N1 Cu1 O1W 92.17(11) 5_756 . ? N1 Cu1 O1W 87.83(11) . . ? C4 N1 C2 118.8(3) . . ? C4 N1 Cu1 129.8(3) . . ? C2 N1 Cu1 111.40(19) . . ? N1 C2 C3 121.1(3) . . ? N1 C2 C5 114.7(3) . . ? C3 C2 C5 124.2(3) . . ? C2 C3 C2 117.1(4) . 2_755 ? C2 C3 H3 121.4 . . ? C2 C3 H3 121.4 2_755 . ? N1 C4 N1 123.1(4) 2_755 . ? N1 C4 H4 118.5 2_755 . ? N1 C4 H4 118.5 . . ? O52 C5 O51 127.1(3) . . ? O52 C5 C2 118.4(3) . . ? O51 C5 C2 114.4(3) . . ? C5 O51 Cu1 115.5(2) . . ? Cu1 O1W H11W 94.2 . . ? Cu1 O1W H12W 111.9 . . ? H11W O1W H12W 116.3 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11W O52 0.80 2.16 2.942(4) 165.8 3_455 O1W H12W O52 0.83 2.01 2.827(4) 168.1 7_646 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 30.27 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.891 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.123 # Attachment 'Compound_9.cif' data_compound_9 _database_code_depnum_ccdc_archive 'CCDC 629048' _audit_creation_method SHELXL97 _chemical_name_systematic ; catena-[(mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)-(2,2'-dipyridylamine) -zinc(II)-water (1/4)] ; _chemical_formula_moiety 'C16 H11 Cu N5 O4, 4(H2 O)' _chemical_formula_structural 'C16 H11 Cu N5 O4, 4(H2 O)' _chemical_formula_sum 'C16 H19 Cu N5 O8' _chemical_formula_weight 472.90 _chemical_compound_source 'synthesis as described' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 9.928(1) _cell_length_b 16.232(1) _cell_length_c 13.412(1) _cell_angle_alpha 90.00 _cell_angle_beta 115.14(1) _cell_angle_gamma 90.00 _cell_volume 1956.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9969 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 28.10 _exptl_crystal_description prismatic _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 1.60(1) _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'flotation method' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 1.172 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_absorpt_correction_T_min 0.657 _exptl_absorpt_correction_T_max 0.916 _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 Xcalibur _diffrn_measurement_method \w _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9969 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 0.0738 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 28.10 _reflns_number_total 4528 _reflns_number_gt 2706 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_structure_solution 'Sir92 (Altamore et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (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^)+(0.0401P)^2^] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4528 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0799 _refine_ls_wR_factor_gt 0.0755 _refine_ls_goodness_of_fit_ref 0.841 _refine_ls_restrained_S_all 0.841 _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 Cu1 Cu -0.39164(3) -0.233275(18) -0.07200(3) 0.02973(10) Uani 1 1 d . . . N1 N -0.4242(2) -0.20017(12) 0.08364(17) 0.0306(4) Uani 1 1 d . . . C2 C -0.3854(2) -0.23629(15) 0.1806(2) 0.0326(5) Uani 1 1 d . . . H2 H -0.3033 -0.2712 0.2045 0.039 Uiso 1 1 calc R . . N3 N -0.4535(2) -0.22711(12) 0.24711(16) 0.0301(4) Uani 1 1 d . . . C4 C -0.5706(2) -0.17675(13) 0.2117(2) 0.0283(5) Uani 1 1 d . . . C5 C -0.6157(3) -0.13432(15) 0.1143(2) 0.0316(5) Uani 1 1 d . . . H5 H -0.6955 -0.0979 0.0918 0.038 Uiso 1 1 calc R . . C6 C -0.5387(2) -0.14755(14) 0.05102(19) 0.0282(5) Uani 1 1 d . . . C7 C -0.5787(3) -0.10484(15) -0.0581(2) 0.0323(6) Uani 1 1 d . . . O71 O -0.51647(17) -0.13280(10) -0.11725(14) 0.0348(4) Uani 1 1 d . . . O72 O -0.6659(2) -0.04720(11) -0.08189(16) 0.0482(5) Uani 1 1 d . . . C8 C -0.6531(3) -0.17078(15) 0.2852(2) 0.0326(6) Uani 1 1 d . . . O81 O -0.59050(18) -0.20212(11) 0.37933(15) 0.0379(4) Uani 1 1 d . . . O82 O -0.7745(2) -0.13572(12) 0.24614(16) 0.0506(5) Uani 1 1 d . . . N11 N -0.2073(2) -0.17188(12) -0.06291(17) 0.0316(5) Uani 1 1 d . . . C12 C -0.2215(3) -0.09083(16) -0.0899(2) 0.0424(7) Uani 1 1 d . . . H12 H -0.3023 -0.0624 -0.0890 0.051 Uiso 1 1 calc R . . C13 C -0.1244(3) -0.04860(17) -0.1183(3) 0.0480(7) Uani 1 1 d . . . H13 H -0.1380 0.0072 -0.1353 0.058 Uiso 1 1 calc R . . C14 C -0.0057(3) -0.09064(18) -0.1211(2) 0.0497(7) Uani 1 1 d . . . H14 H 0.0604 -0.0641 -0.1429 0.060 Uiso 1 1 calc R . . C15 C 0.0138(3) -0.17104(16) -0.0918(2) 0.0424(7) Uani 1 1 d . . . H15 H 0.0950 -0.1996 -0.0918 0.051 Uiso 1 1 calc R . . C16 C -0.0881(3) -0.21136(14) -0.0616(2) 0.0310(6) Uani 1 1 d . . . N17 N -0.0605(2) -0.29178(12) -0.0294(2) 0.0398(5) Uani 1 1 d . . . H17 H 0.0225 -0.3127 -0.0234 0.048 Uiso 1 1 d . . . C18 C -0.1312(3) -0.34602(14) 0.0113(2) 0.0320(6) Uani 1 1 d . . . N19 N -0.2714(2) -0.33226(11) -0.00278(16) 0.0294(4) Uani 1 1 d . . . C20 C -0.3342(3) -0.39036(15) 0.0380(2) 0.0376(6) Uani 1 1 d . . . H20 H -0.4308 -0.3813 0.0299 0.045 Uiso 1 1 calc R . . C21 C -0.2653(3) -0.45983(16) 0.0890(2) 0.0451(7) Uani 1 1 d . . . H21 H -0.3137 -0.4980 0.1140 0.054 Uiso 1 1 calc R . . C22 C -0.1201(3) -0.47307(17) 0.1035(2) 0.0485(7) Uani 1 1 d . . . H22 H -0.0689 -0.5201 0.1393 0.058 Uiso 1 1 calc R . . C23 C -0.0538(3) -0.41644(16) 0.0647(2) 0.0427(7) Uani 1 1 d . . . H23 H 0.0435 -0.4246 0.0739 0.051 Uiso 1 1 calc R . . O1W O -0.0631(2) -0.16231(17) 0.2188(2) 0.0854(8) Uani 1 1 d . . . H11W H -0.0947 -0.1845 0.1542 0.128 Uiso 1 1 d . . . H12W H 0.0323 -0.1598 0.2425 0.128 Uiso 1 1 d . . . O2W O -0.2476(3) -0.05012(13) 0.27168(19) 0.0689(6) Uani 1 1 d . . . H21W H -0.1898 -0.0895 0.2583 0.103 Uiso 1 1 d . . . H22W H -0.2702 -0.0115 0.2232 0.103 Uiso 1 1 d . . . O3W O -0.5840(3) -0.43589(15) 0.16810(18) 0.0732(7) Uani 1 1 d . . . H31W H -0.6316 -0.4766 0.1706 0.110 Uiso 1 1 d . . . H32W H -0.5617 -0.4220 0.2460 0.110 Uiso 1 1 d . . . O4W O -0.7653(2) -0.33243(12) 0.00293(18) 0.0576(6) Uani 1 1 d . . . H41W H -0.7054 -0.3698 0.0491 0.086 Uiso 1 1 d . . . H42W H -0.7228 -0.3242 -0.0393 0.086 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 Cu1 0.02878(16) 0.03282(15) 0.03171(18) 0.00206(14) 0.01684(13) 0.00217(13) N1 0.0285(10) 0.0361(11) 0.0293(12) 0.0027(9) 0.0144(9) 0.0062(9) C2 0.0266(12) 0.0398(14) 0.0309(14) 0.0022(12) 0.0117(10) 0.0083(10) N3 0.0275(10) 0.0361(11) 0.0287(12) 0.0017(9) 0.0140(9) 0.0029(9) C4 0.0264(12) 0.0278(12) 0.0327(15) -0.0025(10) 0.0144(11) -0.0003(10) C5 0.0301(13) 0.0362(13) 0.0318(15) 0.0035(11) 0.0162(11) 0.0073(10) C6 0.0262(12) 0.0316(13) 0.0287(14) -0.0002(10) 0.0136(11) 0.0011(9) C7 0.0261(13) 0.0376(14) 0.0360(16) 0.0049(11) 0.0160(12) 0.0019(10) O71 0.0367(9) 0.0422(10) 0.0319(10) 0.0097(8) 0.0206(8) 0.0100(8) O72 0.0464(11) 0.0548(12) 0.0530(13) 0.0211(10) 0.0303(10) 0.0248(9) C8 0.0331(14) 0.0344(13) 0.0339(16) -0.0036(12) 0.0178(12) -0.0021(11) O81 0.0382(10) 0.0515(11) 0.0295(11) 0.0023(8) 0.0196(8) 0.0034(8) O82 0.0445(11) 0.0654(13) 0.0557(13) 0.0160(10) 0.0345(10) 0.0194(10) N11 0.0304(11) 0.0308(11) 0.0355(13) -0.0016(9) 0.0157(9) -0.0001(8) C12 0.0369(15) 0.0378(15) 0.056(2) 0.0009(13) 0.0235(14) 0.0017(11) C13 0.0394(16) 0.0364(15) 0.065(2) 0.0088(14) 0.0194(15) -0.0031(12) C14 0.0403(16) 0.0543(18) 0.059(2) 0.0102(15) 0.0257(15) -0.0053(13) C15 0.0323(14) 0.0487(17) 0.0510(19) 0.0071(13) 0.0224(13) 0.0018(12) C16 0.0296(13) 0.0359(14) 0.0273(15) -0.0011(10) 0.0119(11) -0.0010(10) N17 0.0335(12) 0.0409(12) 0.0558(16) 0.0092(11) 0.0295(11) 0.0111(9) C18 0.0352(14) 0.0347(13) 0.0308(15) -0.0032(11) 0.0185(12) 0.0028(10) N19 0.0304(11) 0.0314(11) 0.0306(12) 0.0009(9) 0.0170(9) 0.0029(8) C20 0.0366(14) 0.0411(15) 0.0404(16) 0.0021(12) 0.0216(13) -0.0008(11) C21 0.0568(19) 0.0358(15) 0.0479(19) 0.0093(13) 0.0272(15) 0.0005(12) C22 0.0571(19) 0.0359(15) 0.052(2) 0.0092(13) 0.0229(15) 0.0136(13) C23 0.0404(15) 0.0410(15) 0.0490(18) 0.0049(13) 0.0213(13) 0.0111(12) O1W 0.0501(13) 0.137(2) 0.0734(18) -0.0116(16) 0.0303(12) -0.0063(14) O2W 0.0847(16) 0.0620(14) 0.0578(16) 0.0114(11) 0.0282(13) 0.0061(12) O3W 0.0873(17) 0.0890(17) 0.0437(15) -0.0025(12) 0.0281(13) -0.0097(13) O4W 0.0500(12) 0.0652(13) 0.0771(16) 0.0148(11) 0.0457(12) 0.0149(10) _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 O71 1.9811(16) . ? Cu1 N19 1.9818(19) . ? Cu1 N11 2.0413(18) . ? Cu1 O81 2.0805(17) 4 ? Cu1 N1 2.307(2) . ? Cu1 N3 2.326(2) 4 ? N1 C2 1.325(3) . ? N1 C6 1.338(3) . ? C2 N3 1.338(3) . ? C2 H2 0.9300 . ? N3 C4 1.333(3) . ? N3 Cu1 2.326(2) 4_556 ? C4 C5 1.372(3) . ? C4 C8 1.529(3) . ? C5 C6 1.380(3) . ? C5 H5 0.9300 . ? C6 C7 1.512(3) . ? C7 O72 1.222(3) . ? C7 O71 1.278(3) . ? C8 O82 1.230(3) . ? C8 O81 1.254(3) . ? O81 Cu1 2.0805(17) 4_556 ? N11 C16 1.340(3) . ? N11 C12 1.356(3) . ? C12 C13 1.362(3) . ? C12 H12 0.9300 . ? C13 C14 1.376(4) . ? C13 H13 0.9300 . ? C14 C15 1.353(4) . ? C14 H14 0.9300 . ? C15 C16 1.402(3) . ? C15 H15 0.9300 . ? C16 N17 1.365(3) . ? N17 C18 1.375(3) . ? N17 H17 0.8628 . ? C18 N19 1.342(3) . ? C18 C23 1.394(3) . ? N19 C20 1.367(3) . ? C20 C21 1.346(3) . ? C20 H20 0.9300 . ? C21 C22 1.387(4) . ? C21 H21 0.9300 . ? C22 C23 1.356(4) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? O1W H11W 0.8648 . ? O1W H12W 0.8618 . ? O2W H21W 0.9262 . ? O2W H22W 0.8612 . ? O3W H31W 0.8216 . ? O3W H32W 0.9976 . ? O4W H41W 0.8901 . ? O4W H42W 0.8483 . ? 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 O71 Cu1 N19 170.04(7) . . ? O71 Cu1 N11 92.56(7) . . ? N19 Cu1 N11 91.23(7) . . ? O71 Cu1 O81 86.11(7) . 4 ? N19 Cu1 O81 92.35(7) . 4 ? N11 Cu1 O81 166.38(8) . 4 ? O71 Cu1 N1 77.04(7) . . ? N19 Cu1 N1 93.04(7) . . ? N11 Cu1 N1 107.38(8) . . ? O81 Cu1 N1 85.55(7) 4 . ? O71 Cu1 N3 93.12(7) . 4 ? N19 Cu1 N3 95.97(7) . 4 ? N11 Cu1 N3 91.72(7) . 4 ? O81 Cu1 N3 74.84(6) 4 4 ? N1 Cu1 N3 158.69(7) . 4 ? C2 N1 C6 117.09(19) . . ? C2 N1 Cu1 133.65(15) . . ? C6 N1 Cu1 106.20(15) . . ? N1 C2 N3 125.9(2) . . ? N1 C2 H2 117.0 . . ? N3 C2 H2 117.0 . . ? C4 N3 C2 116.3(2) . . ? C4 N3 Cu1 110.19(14) . 4_556 ? C2 N3 Cu1 132.91(16) . 4_556 ? N3 C4 C5 122.0(2) . . ? N3 C4 C8 115.7(2) . . ? C5 C4 C8 122.3(2) . . ? C4 C5 C6 117.7(2) . . ? C4 C5 H5 121.1 . . ? C6 C5 H5 121.1 . . ? N1 C6 C5 121.0(2) . . ? N1 C6 C7 116.50(19) . . ? C5 C6 C7 122.5(2) . . ? O72 C7 O71 125.9(2) . . ? O72 C7 C6 118.0(2) . . ? O71 C7 C6 116.1(2) . . ? C7 O71 Cu1 120.43(15) . . ? O82 C8 O81 126.4(2) . . ? O82 C8 C4 116.8(2) . . ? O81 C8 C4 116.8(2) . . ? C8 O81 Cu1 121.25(15) . 4_556 ? C16 N11 C12 117.3(2) . . ? C16 N11 Cu1 122.14(15) . . ? C12 N11 Cu1 117.98(16) . . ? N11 C12 C13 123.9(2) . . ? N11 C12 H12 118.1 . . ? C13 C12 H12 118.1 . . ? C12 C13 C14 118.3(3) . . ? C12 C13 H13 120.9 . . ? C14 C13 H13 120.9 . . ? C15 C14 C13 119.3(2) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C14 C15 C16 120.2(2) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? N11 C16 N17 121.3(2) . . ? N11 C16 C15 121.0(2) . . ? N17 C16 C15 117.7(2) . . ? C16 N17 C18 132.06(19) . . ? C16 N17 H17 117.5 . . ? C18 N17 H17 109.8 . . ? N19 C18 N17 120.8(2) . . ? N19 C18 C23 121.4(2) . . ? N17 C18 C23 117.8(2) . . ? C18 N19 C20 116.9(2) . . ? C18 N19 Cu1 125.70(15) . . ? C20 N19 Cu1 117.40(15) . . ? C21 C20 N19 124.2(2) . . ? C21 C20 H20 117.9 . . ? N19 C20 H20 117.9 . . ? C20 C21 C22 118.4(2) . . ? C20 C21 H21 120.8 . . ? C22 C21 H21 120.8 . . ? C23 C22 C21 119.1(3) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C22 C23 C18 120.1(2) . . ? C22 C23 H23 119.9 . . ? C18 C23 H23 119.9 . . ? H11W O1W H12W 105.3 . . ? H21W O2W H22W 109.9 . . ? H31W O3W H32W 90.8 . . ? H41W O4W H42W 101.4 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N17 H17 O4W 0.86 2.01 2.852(2) 165.5 1_655 O1W H11W N11 0.86 2.65 3.428(3) 151.0 . O1W H12W O82 0.86 1.94 2.763(3) 159.8 1_655 O2W H21W O1W 0.93 1.96 2.878(3) 172.9 . O2W H22W O72 0.86 1.97 2.803(3) 162.3 3_455 O3W H31W O2W 0.82 2.06 2.834(3) 156.6 2_445 O3W H32W O71 1.00 1.91 2.888(3) 165.2 4_556 O4W H41W O3W 0.89 1.88 2.753(3) 168.5 . O4W H42W O81 0.85 2.08 2.919(2) 171.0 4 _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 28.10 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.564 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.061 _chemical_name_common ; catena-((mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)-(2,2'- dipyridylamine) -zinc(ii)-water (1/4)) ;